id string | question_type string | target_key string | varying_keys list | input dict | options list | answer list | meta dict |
|---|---|---|---|---|---|---|---|
10_1002_anie_202416132_si_5_table_0_q1 | single_varying | Constant_Current | [
"Constant_Current",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "2,2-difluoro-3-phenyl-2H-indole",
"SMILES": "FC1(F)C(c2ccccc2)=Nc2ccccc21"
}
],
"products": [
{
"content": "2-fluoro-3-phenyl-1H-indole",
"SMILES": "Fc1c(-c2ccccc2)[nH]c2ccccc12"
}
],
"constant_conditions": {
"Anode(+)": [
{
... | [
{
"Constant_Current": [
{
"content": "30 mA",
"SMILES": ""
}
]
},
{
"Constant_Current": [
{
"content": "10 mA",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202416132_si_5_table_0.json",
"doi": "10_1002_anie_202416132",
"best_yield": 97,
"best_effective_score": 97,
"best_entry_indices": [
"3"
],
"global_best_yield": 97,
"global_best_effective_score": 97,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202416132_si_6_table_0_q1 | single_varying | Anode(+) | [
"Anode(+)",
"Cathode(-)"
] | {
"reactants": [
{
"content": "2,2-difluoro-3-phenyl-2H-indole",
"SMILES": "FC1(F)C(c2ccccc2)=Nc2ccccc21"
}
],
"products": [
{
"content": "2-fluoro-3-phenyl-1H-indole",
"SMILES": "Fc1c(-c2ccccc2)[nH]c2ccccc12"
}
],
"constant_conditions": {
"Constant_Current": [
... | [
{
"Anode(+)": [
{
"content": "C",
"SMILES": ""
}
]
},
{
"Anode(+)": [
{
"content": "Zn",
"SMILES": ""
}
]
},
{
"Anode(+)": [
{
"content": "Mg",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202416132_si_6_table_0.json",
"doi": "10_1002_anie_202416132",
"best_yield": 97,
"best_effective_score": 97,
"best_entry_indices": [
"1"
],
"global_best_yield": 97,
"global_best_effective_score": 97,
"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202416132_si_6_table_0_q2 | single_varying | Cathode(-) | [
"Anode(+)",
"Cathode(-)"
] | {
"reactants": [
{
"content": "2,2-difluoro-3-phenyl-2H-indole",
"SMILES": "FC1(F)C(c2ccccc2)=Nc2ccccc21"
}
],
"products": [
{
"content": "2-fluoro-3-phenyl-1H-indole",
"SMILES": "Fc1c(-c2ccccc2)[nH]c2ccccc12"
}
],
"constant_conditions": {
"Constant_Current": [
... | [
{
"Cathode(-)": [
{
"content": "C",
"SMILES": ""
}
]
},
{
"Cathode(-)": [
{
"content": "RVC",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202416132_si_6_table_0.json",
"doi": "10_1002_anie_202416132",
"best_yield": 97,
"best_effective_score": 97,
"best_entry_indices": [
"1"
],
"global_best_yield": 97,
"global_best_effective_score": 97,
"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202418901_si_13_table_0_q2 | single_varying | solvents | [
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "phenyl acetylene",
"SMILES": "C#Cc1ccccc1"
}
],
"products": [
{
"content": "benzylated vinyl boronate product",
"SMILES": "CC1(C)OB(C=C(CCc2ccccc2)c2ccccc2)OC1(C)C"
}
],
"constant_conditions": {
"atmosphere": [
{
"content... | [
{
"solvents": [
{
"content": "Acetonitrile",
"SMILES": "CC#N"
}
]
},
{
"solvents": [
{
"content": "DMF",
"SMILES": "CN(C)C=O"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202418901_si_13_table_0.json",
"doi": "10_1002_anie_202418901",
"best_yield": 87,
"best_effective_score": 87,
"best_entry_indices": [
"1"
],
"global_best_yield": 87,
"global_best_effective_score": 87,
"global_best_entry_indices": [
"1"
],
"total_entries_in_so... |
10_1002_anie_202418901_si_15_table_0_q1 | single_varying | reaction_time | [
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "phenyl acetylene",
"SMILES": "C#Cc1ccccc1"
}
],
"products": [
{
"content": "benzylated vinyl boronate product",
"SMILES": "CC1(C)OB(C=C(CCc2ccccc2)c2ccccc2)OC1(C)C"
}
],
"constant_conditions": {
"catalysts": [
{
"content"... | [
{
"reaction_time": [
{
"content": "1 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "8 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "12 h",
"SMILES": ""
}
]
}
] | [
2
] | {
"source_file": "10_1002_anie_202418901_si_15_table_0.json",
"doi": "10_1002_anie_202418901",
"best_yield": 87,
"best_effective_score": 87,
"best_entry_indices": [
"2"
],
"global_best_yield": 88,
"global_best_effective_score": 88,
"global_best_entry_indices": [
"1"
],
"total_entries_in_so... |
10_1002_anie_202420106_si_2_table_0_q1 | single_varying | catalysts | [
"catalysts",
"reagents"
] | {
"reactants": [
{
"content": "benzoic anhydride",
"SMILES": "O=C(OC(=O)c1ccccc1)c1ccccc1"
},
{
"content": "1-phenoxy-1-phenylprop-2-ene",
"SMILES": "C=C=COC(c1ccccc1)c1ccccc1"
}
],
"products": [
{
"content": "product with ketone and allylic ether",
"SMILES"... | [
{
"catalysts": [
{
"content": "Cu(CH3CN)4PF6",
"SMILES": ""
}
]
},
{
"catalysts": [
{
"content": "Cu(MeCN)4PF6",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202420106_si_2_table_0.json",
"doi": "10_1002_anie_202420106",
"best_yield": 89,
"best_effective_score": 88.555,
"best_entry_indices": [
"4"
],
"global_best_yield": 89,
"global_best_effective_score": 88.555,
"global_best_entry_indices": [
"4"
],
"total_entrie... |
10_1002_anie_202420106_si_2_table_0_q2 | single_varying | reagents | [
"catalysts",
"reagents"
] | {
"reactants": [
{
"content": "benzoic anhydride",
"SMILES": "O=C(OC(=O)c1ccccc1)c1ccccc1"
},
{
"content": "1-phenoxy-1-phenylprop-2-ene",
"SMILES": "C=C=COC(c1ccccc1)c1ccccc1"
}
],
"products": [
{
"content": "product with ketone and allylic ether",
"SMILES"... | [
{
"reagents": [
{
"content": "PMHS",
"SMILES": ""
},
{
"content": "KOtBu",
"SMILES": ""
}
]
},
{
"reagents": [
{
"content": "PMHS",
"SMILES": ""
},
{
"content": "Cs2CO3",
"SMILES": ""
}
... | [
1,
2
] | {
"source_file": "10_1002_anie_202420106_si_2_table_0.json",
"doi": "10_1002_anie_202420106",
"best_yield": 5,
"best_effective_score": 5,
"best_entry_indices": [
"6",
"2"
],
"global_best_yield": 89,
"global_best_effective_score": 88.555,
"global_best_entry_indices": [
"4"
],
"total_ent... |
10_1002_anie_202420106_si_3_table_0_q2 | single_varying | solvents | [
"catalysts",
"solvents"
] | {
"reactants": [
{
"content": "benzoic anhydride",
"SMILES": "O=C(OC(=O)c1ccccc1)c1ccccc1"
},
{
"content": "oxyallene with benzhydryl ether",
"SMILES": "C=C=COC(c1ccccc1)c1ccccc1"
}
],
"products": [
{
"content": "(R)-2-(Benzhydryloxy)-1-phenylbut-3-en-1-one",
... | [
{
"solvents": [
{
"content": "MeCN",
"SMILES": "CC#N"
}
]
},
{
"solvents": [
{
"content": "MeOH",
"SMILES": "CO"
},
{
"content": "THF",
"SMILES": "C1CCOC1"
}
]
},
{
"solvents": [
{
"content"... | [
0,
2
] | {
"source_file": "10_1002_anie_202420106_si_3_table_0.json",
"doi": "10_1002_anie_202420106",
"best_yield": 10,
"best_effective_score": 10,
"best_entry_indices": [
"1",
"4"
],
"global_best_yield": 87,
"global_best_effective_score": 82.65,
"global_best_entry_indices": [
"2"
],
"total_en... |
10_1002_anie_202420455_si_5_table_0_q2 | single_varying | cooling_heating_condition | [
"catalysts",
"cooling_heating_condition",
"light_condition",
"reaction_temperature",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "Ts-ABZ (HIR.1)",
"SMILES": "Cc1ccc(S(=O)(=O)N2C(=O)c3ccccc3I2N=[N+]=[N-])cc1"
},
{
"content": "1H-pyrazole",
"SMILES": "c1cn[nH]c1"
}
],
"products": [
{
"content"... | [
{
"cooling_heating_condition": [
{
"content": "cooled with ice/NaCl",
"SMILES": ""
}
]
},
{
"cooling_heating_condition": [
{
"content": "ice/NaCl for -20 °C",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202420455_si_5_table_0.json",
"doi": "10_1002_anie_202420455",
"best_yield": 64,
"best_effective_score": 64,
"best_entry_indices": [
"3"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202420455_si_5_table_1_q1 | single_varying | atmosphere | [
"atmosphere",
"catalysts",
"light_condition",
"reaction_temperature",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "Ts-ABZ (HIR.1)",
"SMILES": "Cc1ccc(S(=O)(=O)N2C(=O)c3ccccc3I2N=[N+]=[N-])cc1"
},
{
"content": "1H-pyrazole",
"SMILES": "c1cn[nH]c1"
}
],
"products": [
{
"content"... | [
{
"atmosphere": []
},
{
"atmosphere": [
{
"content": "argon",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202420455_si_5_table_1.json",
"doi": "10_1002_anie_202420455",
"best_yield": 64,
"best_effective_score": 64,
"best_entry_indices": [
"3"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"5"
],
"total_entries_in_sou... |
10_1002_anie_202420455_si_5_table_1_q5 | single_varying | reaction_temperature | [
"atmosphere",
"catalysts",
"light_condition",
"reaction_temperature",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "Ts-ABZ (HIR.1)",
"SMILES": "Cc1ccc(S(=O)(=O)N2C(=O)c3ccccc3I2N=[N+]=[N-])cc1"
},
{
"content": "1H-pyrazole",
"SMILES": "c1cn[nH]c1"
}
],
"products": [
{
"content"... | [
{
"reaction_temperature": [
{
"content": "-78 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "-20 °C",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202420455_si_5_table_1.json",
"doi": "10_1002_anie_202420455",
"best_yield": 58,
"best_effective_score": 58,
"best_entry_indices": [
"7"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"5"
],
"total_entries_in_sou... |
10_1002_anie_202420455_si_6_table_0_q2 | single_varying | light_condition | [
"catalysts",
"light_condition",
"reagents"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "Ts-ABZ (HIR.1)",
"SMILES": "Cc1ccc(S(=O)(=O)N2C(=O)c3ccccc3I2N=[N+]=[N-])cc1"
},
{
"content": "1H-pyrazole",
"SMILES": "c1cn[nH]c1"
}
],
"products": [
{
"content"... | [
{
"light_condition": [
{
"content": "no light",
"SMILES": ""
}
]
},
{
"light_condition": [
{
"content": "467 nm",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202420455_si_6_table_0.json",
"doi": "10_1002_anie_202420455",
"best_yield": 86,
"best_effective_score": 86,
"best_entry_indices": [
"1"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202420455_si_6_table_0_q3 | single_varying | reagents | [
"catalysts",
"light_condition",
"reagents"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "Ts-ABZ (HIR.1)",
"SMILES": "Cc1ccc(S(=O)(=O)N2C(=O)c3ccccc3I2N=[N+]=[N-])cc1"
},
{
"content": "1H-pyrazole",
"SMILES": "c1cn[nH]c1"
}
],
"products": [
{
"content"... | [
{
"reagents": [
{
"content": "BF3·OEt2",
"SMILES": "CCO.CCO[B-](F)(F)F"
}
]
},
{
"reagents": []
}
] | [
0
] | {
"source_file": "10_1002_anie_202420455_si_6_table_0.json",
"doi": "10_1002_anie_202420455",
"best_yield": 86,
"best_effective_score": 86,
"best_entry_indices": [
"1"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202421153_si_70_table_1_q1 | single_varying | ligand | [
"ligand",
"reaction_temperature",
"reaction_time"
] | {
"reactants": [
{
"content": "substrate with two phenylacetylene groups, methyl, and allylic alcohol with ether oxygen",
"SMILES": "C=C(CO)COC(C)(C#Cc1ccccc1)C#Cc1ccccc1"
}
],
"products": [
{
"content": "cyclized product with aldehyde, exocyclic alkene with phenyl, and retained phen... | [
{
"ligand": [
{
"content": "(R)-(S)-JosiPhos",
"SMILES": ""
}
]
},
{
"ligand": [
{
"content": "(S)-SegPhos",
"SMILES": "c1ccc(-c2ccc3c(c2)-c2c(-c4ccccc4)ccc(P(c4ccccc4)c4ccccc4)c2-3)cc1"
}
]
},
{
"ligand": [
{
"content... | [
3
] | {
"source_file": "10_1002_anie_202421153_si_70_table_1.json",
"doi": "10_1002_anie_202421153",
"best_yield": 93,
"best_effective_score": 64.17,
"best_entry_indices": [
"4"
],
"global_best_yield": 93,
"global_best_effective_score": 64.17,
"global_best_entry_indices": [
"4"
],
"total_entries... |
10_1002_anie_202421153_si_71_table_0_q1 | single_varying | catalysts | [
"catalysts",
"reaction_temperature",
"reaction_time",
"solvents"
] | {
"reactants": [
{
"content": "substrate with TsN and OH groups, diphenylacetylene moiety",
"SMILES": "Cc1ccc(S(=O)(=O)N(CC=CCO)C(C#Cc2ccccc2)(C#Cc2ccccc2)c2ccccc2)cc1"
}
],
"products": [
{
"content": "linear product with ketone",
"SMILES": "Cc1ccc(S(=O)(=O)N(CCCC=O)C(C#Cc2cccc... | [
{
"catalysts": [
{
"content": "Rh(COD)₂BArF",
"SMILES": "C1=CCCC=C1.C1=CCCC=C1.Fc1c(F)c(F)c([B-](c2c(F)c(F)c(F)c(F)c2F)(c2c(F)c(F)c(F)c(F)c2F)c2c(F)c(F)c(F)c(F)c2F)c(F)c1F.[Rh+2]"
}
]
},
{
"catalysts": [
{
"content": "Rh(COD)₂SbF₆",
"SMILES": "C1=CCC... | [
4
] | {
"source_file": "10_1002_anie_202421153_si_71_table_0.json",
"doi": "10_1002_anie_202421153",
"best_yield": 55,
"best_effective_score": 55,
"best_entry_indices": [
"10"
],
"global_best_yield": 87,
"global_best_effective_score": 87,
"global_best_entry_indices": [
"16"
],
"total_entries_in_... |
10_1002_anie_202421153_si_71_table_0_q5 | single_varying | solvents | [
"catalysts",
"reaction_temperature",
"reaction_time",
"solvents"
] | {
"reactants": [
{
"content": "substrate with TsN and OH groups, diphenylacetylene moiety",
"SMILES": "Cc1ccc(S(=O)(=O)N(CC=CCO)C(C#Cc2ccccc2)(C#Cc2ccccc2)c2ccccc2)cc1"
}
],
"products": [
{
"content": "linear product with ketone",
"SMILES": "Cc1ccc(S(=O)(=O)N(CCCC=O)C(C#Cc2cccc... | [
{
"solvents": [
{
"content": "toluene",
"SMILES": "Cc1ccccc1"
}
]
},
{
"solvents": [
{
"content": "THF",
"SMILES": "C1CCOC1"
}
]
},
{
"solvents": [
{
"content": "dioxane",
"SMILES": "C1COCCO1"
}
]
}... | [
0
] | {
"source_file": "10_1002_anie_202421153_si_71_table_0.json",
"doi": "10_1002_anie_202421153",
"best_yield": 55,
"best_effective_score": 55,
"best_entry_indices": [
"10"
],
"global_best_yield": 87,
"global_best_effective_score": 87,
"global_best_entry_indices": [
"16"
],
"total_entries_in_... |
10_1002_anie_202421153_si_75_table_0_q2 | single_varying | reagents | [
"catalysts",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-tosyl enyne with Z-allylic alcohol",
"SMILES": "Cc1ccc(S(=O)(=O)N(CC=CCO)C(C#Cc2ccccc2)(C#Cc2ccccc2)c2ccccc2)cc1"
}
],
"products": [
{
"content": "cyclopentene product with aldehyde",
"SMILES": "Cc1ccc(S(=O)(=O)N2CC(CC=O)C(=Cc3ccccc3)C2(C#Cc2ccc... | [
{
"reagents": [
{
"content": "AgOTf",
"SMILES": "O=S(=O)([O-])C(F)(F)F.[Ag+]"
}
]
},
{
"reagents": [
{
"content": "AgBF4",
"SMILES": "F[B-](F)(F)F.[Ag+]"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202421153_si_75_table_0.json",
"doi": "10_1002_anie_202421153",
"best_yield": 98,
"best_effective_score": 88.8615,
"best_entry_indices": [
"2"
],
"global_best_yield": 98,
"global_best_effective_score": 88.8615,
"global_best_entry_indices": [
"1",
"2"
],
"... |
10_1002_anie_202421235_si_27_table_0_q5 | single_varying | reagents | [
"reaction_temperature",
"reagents"
] | {
"reactants": [
{
"content": "cyclopropane with Et, Me, and Ph substituents",
"SMILES": "CCC1(C)C2CC21c1ccccc1"
}
],
"products": [
{
"content": "cyclobutane product with PhMe2Si group",
"SMILES": "CCC1(C)C(c2ccccc2)CC1[Si](C)(C)c1ccccc1"
}
],
"constant_conditions": {},... | [
{
"reagents": [
{
"content": "PhMe2SiLi",
"SMILES": "[Li][Si](C)(C)c1ccccc1"
},
{
"content": "TMEDA",
"SMILES": "CN(C)CCN(C)C"
}
]
},
{
"reagents": [
{
"content": "PhMe2SiLi",
"SMILES": "[Li][Si](C)(C)c1ccccc1"
},
... | [
2
] | {
"source_file": "10_1002_anie_202421235_si_27_table_0.json",
"doi": "10_1002_anie_202421235",
"best_yield": 61,
"best_effective_score": 53.4691358025,
"best_entry_indices": [
"8"
],
"global_best_yield": 73,
"global_best_effective_score": 53.4691358025,
"global_best_entry_indices": [
"8"
],
... |
10_1002_anie_202421872_si_4_table_0_q2 | single_varying | reagents | [
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "silyl enol ether substrate with trifluoromethylphenyl group",
"SMILES": "C[Si](C)(C)OC(=C1CCCC1)c1ccc(C(F)(F)F)cc1"
}
],
"products": [
{
"content": "α,β-unsaturated ketone product (cyclopentenone derivative)",
"SMILES": "O=C(C1=CCCC1)c1ccc(C(F)(F)... | [
{
"reagents": [
{
"content": "PIDA",
"SMILES": "CC(=O)OI(OC(C)=O)c1ccccc1"
},
{
"content": "Me3SiOTf",
"SMILES": "C[Si](C)(C)OS(=O)(=O)C(F)(F)F"
}
]
},
{
"reagents": [
{
"content": "PIFA/Me3SiOTf",
"SMILES": ""
},
... | [
2
] | {
"source_file": "10_1002_anie_202421872_si_4_table_0.json",
"doi": "10_1002_anie_202421872",
"best_yield": 75,
"best_effective_score": 75,
"best_entry_indices": [
"12"
],
"global_best_yield": 75,
"global_best_effective_score": 75,
"global_best_entry_indices": [
"12"
],
"total_entries_in_s... |
10_1002_anie_202421872_si_4_table_0_q3 | single_varying | solvents | [
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "silyl enol ether substrate with trifluoromethylphenyl group",
"SMILES": "C[Si](C)(C)OC(=C1CCCC1)c1ccc(C(F)(F)F)cc1"
}
],
"products": [
{
"content": "α,β-unsaturated ketone product (cyclopentenone derivative)",
"SMILES": "O=C(C1=CCCC1)c1ccc(C(F)(F)... | [
{
"solvents": [
{
"content": "1,2-DCE",
"SMILES": "ClCCCl"
}
]
},
{
"solvents": [
{
"content": "CHCl3",
"SMILES": "ClC(Cl)Cl"
}
]
},
{
"solvents": [
{
"content": "MeNO2",
"SMILES": "C[N+](=O)[O-]"
}
]... | [
8
] | {
"source_file": "10_1002_anie_202421872_si_4_table_0.json",
"doi": "10_1002_anie_202421872",
"best_yield": 26,
"best_effective_score": 26,
"best_entry_indices": [
"3"
],
"global_best_yield": 75,
"global_best_effective_score": 75,
"global_best_entry_indices": [
"12"
],
"total_entries_in_so... |
10_1002_anie_202422876_si_28_table_0_q1 | single_varying | Cathode(-) | [
"Cathode(-)",
"Current_Density",
"Electrolyte",
"Main_Mode",
"Reaction_Type",
"catalysts",
"ligand",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "(E)-4,5-dimethoxy-2-(naphthalen-1-yl)benzaldehyde O-methyl oxime",
"SMILES": "CON=Cc1cc(OC)c(OC)cc1-c1cccc2ccccc12"
},
{
"content": "n-butyl acrylate",
"SMILES": "C=CC(=O)OCCCC"
}
],
"products": [
{
"content": "atroposelective C-H el... | [
{
"Cathode(-)": [
{
"content": "Ni",
"SMILES": ""
}
]
},
{
"Cathode(-)": [
{
"content": "Pt plate",
"SMILES": ""
}
]
},
{
"Cathode(-)": [
{
"content": "Steel",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202422876_si_28_table_0.json",
"doi": "10_1002_anie_202422876",
"best_yield": 66,
"best_effective_score": 65.34,
"best_entry_indices": [
"1"
],
"global_best_yield": 66,
"global_best_effective_score": 65.34,
"global_best_entry_indices": [
"1"
],
"total_entries... |
10_1002_anie_202422876_si_28_table_0_q3 | single_varying | Current_Density | [
"Cathode(-)",
"Current_Density",
"Electrolyte",
"Main_Mode",
"Reaction_Type",
"catalysts",
"ligand",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "(E)-4,5-dimethoxy-2-(naphthalen-1-yl)benzaldehyde O-methyl oxime",
"SMILES": "CON=Cc1cc(OC)c(OC)cc1-c1cccc2ccccc12"
},
{
"content": "n-butyl acrylate",
"SMILES": "C=CC(=O)OCCCC"
}
],
"products": [
{
"content": "atroposelective C-H el... | [
{
"Current_Density": [
{
"content": "0.816 mA/cm^2",
"SMILES": ""
}
]
},
{
"Current_Density": [
{
"content": "2.448 mA/cm^2",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202422876_si_28_table_0.json",
"doi": "10_1002_anie_202422876",
"best_yield": 50,
"best_effective_score": 48,
"best_entry_indices": [
"4"
],
"global_best_yield": 66,
"global_best_effective_score": 65.34,
"global_best_entry_indices": [
"1"
],
"total_entries_in... |
10_1002_anie_202422876_si_28_table_0_q4 | single_varying | Electrolyte | [
"Cathode(-)",
"Current_Density",
"Electrolyte",
"Main_Mode",
"Reaction_Type",
"catalysts",
"ligand",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "(E)-4,5-dimethoxy-2-(naphthalen-1-yl)benzaldehyde O-methyl oxime",
"SMILES": "CON=Cc1cc(OC)c(OC)cc1-c1cccc2ccccc12"
},
{
"content": "n-butyl acrylate",
"SMILES": "C=CC(=O)OCCCC"
}
],
"products": [
{
"content": "atroposelective C-H el... | [
{
"Electrolyte": [
{
"content": "TBAPF6 (2 equiv)",
"SMILES": ""
}
]
},
{
"Electrolyte": [
{
"content": "TBAPF6 (2 equiv.)",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202422876_si_28_table_0.json",
"doi": "10_1002_anie_202422876",
"best_yield": 66,
"best_effective_score": 65.34,
"best_entry_indices": [
"1"
],
"global_best_yield": 66,
"global_best_effective_score": 65.34,
"global_best_entry_indices": [
"1"
],
"total_entries... |
10_1002_anie_202422876_si_28_table_0_q8 | single_varying | ligand | [
"Cathode(-)",
"Current_Density",
"Electrolyte",
"Main_Mode",
"Reaction_Type",
"catalysts",
"ligand",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "(E)-4,5-dimethoxy-2-(naphthalen-1-yl)benzaldehyde O-methyl oxime",
"SMILES": "CON=Cc1cc(OC)c(OC)cc1-c1cccc2ccccc12"
},
{
"content": "n-butyl acrylate",
"SMILES": "C=CC(=O)OCCCC"
}
],
"products": [
{
"content": "atroposelective C-H el... | [
{
"ligand": [
{
"content": "Fmoc-L-Ile-OH (L1)",
"SMILES": "CCC(C)C(NC(=O)OC1c2ccccc2-c2ccccc21)C(=O)O"
}
]
},
{
"ligand": [
{
"content": "N-Boc-L-Asp-OH",
"SMILES": "CC(C)(C)OC(=O)NC(CC(=O)O)C(=O)O"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202422876_si_28_table_0.json",
"doi": "10_1002_anie_202422876",
"best_yield": 66,
"best_effective_score": 65.34,
"best_entry_indices": [
"1"
],
"global_best_yield": 66,
"global_best_effective_score": 65.34,
"global_best_entry_indices": [
"1"
],
"total_entries... |
10_1002_anie_202422876_si_28_table_0_q9 | single_varying | reaction_time | [
"Cathode(-)",
"Current_Density",
"Electrolyte",
"Main_Mode",
"Reaction_Type",
"catalysts",
"ligand",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "(E)-4,5-dimethoxy-2-(naphthalen-1-yl)benzaldehyde O-methyl oxime",
"SMILES": "CON=Cc1cc(OC)c(OC)cc1-c1cccc2ccccc12"
},
{
"content": "n-butyl acrylate",
"SMILES": "C=CC(=O)OCCCC"
}
],
"products": [
{
"content": "atroposelective C-H el... | [
{
"reaction_time": [
{
"content": "24 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "15 h",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202422876_si_28_table_0.json",
"doi": "10_1002_anie_202422876",
"best_yield": 66,
"best_effective_score": 65.34,
"best_entry_indices": [
"1"
],
"global_best_yield": 66,
"global_best_effective_score": 65.34,
"global_best_entry_indices": [
"1"
],
"total_entries... |
10_1002_anie_202423795_si_19_table_0_q1 | single_varying | catalysts | [
"catalysts"
] | {
"reactants": [
{
"content": "1-phenylbutan-2-ol",
"SMILES": "CC(O)CCc1ccccc1"
},
{
"content": "N-(tert-butoxy)-2-oxocyclobutane-1-carboximidate",
"SMILES": "CC(C)(C)OC(=O)ON=C1CCC1"
}
],
"products": [
{
"content": "(S)-5-phenyloctanenitrile",
"SMILES": "CC... | [
{
"catalysts": [
{
"content": "Michler's ketone",
"SMILES": "CN(C)c1ccc(C(=O)c2ccc(N(C)C)cc2)cc1"
},
{
"content": "Ni(acac)2",
"SMILES": "CC(=O)C=C(C)[O-].CC(=O)C=C(C)[O-].[Ni+2]"
}
]
},
{
"catalysts": [
{
"content": "Ni(acac)2",
... | [
7
] | {
"source_file": "10_1002_anie_202423795_si_19_table_0.json",
"doi": "10_1002_anie_202423795",
"best_yield": 75,
"best_effective_score": 75,
"best_entry_indices": [
"9"
],
"global_best_yield": 75,
"global_best_effective_score": 75,
"global_best_entry_indices": [
"9"
],
"total_entries_in_so... |
10_1002_anie_202424459_si_9_table_0_q1 | single_varying | atmosphere | [
"atmosphere",
"catalysts",
"light_condition",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "tert-butyl substituted aromatic aldehyde with tertiary carbon bearing the aldehyde",
"SMILES": "CC(C)(C=O)Cc1ccc(C(C)(C)C)cc1"
}
],
"products": [
{
"content": "decarbonylated product, alkane with hydrogen replacing the aldehyde",
"SMILES": "CC(C)C... | [
{
"atmosphere": [
{
"content": "argon (degassed by bubbling argon during 30s)",
"SMILES": ""
}
]
},
{
"atmosphere": []
}
] | [
0
] | {
"source_file": "10_1002_anie_202424459_si_9_table_0.json",
"doi": "10_1002_anie_202424459",
"best_yield": 87,
"best_effective_score": 87,
"best_entry_indices": [
"3"
],
"global_best_yield": 87,
"global_best_effective_score": 87,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202424459_si_9_table_0_q4 | single_varying | reaction_time | [
"catalysts",
"light_condition",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "tert-butyl substituted aromatic aldehyde with tertiary carbon bearing the aldehyde",
"SMILES": "CC(C)(C=O)Cc1ccc(C(C)(C)C)cc1"
}
],
"products": [
{
"content": "decarbonylated product, alkane with hydrogen replacing the aldehyde",
"SMILES": "CC(C)C... | [
{
"reaction_time": [
{
"content": "24 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "72 h",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202424459_si_9_table_0.json",
"doi": "10_1002_anie_202424459",
"best_yield": 70,
"best_effective_score": 70,
"best_entry_indices": [
"2"
],
"global_best_yield": 87,
"global_best_effective_score": 87,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202424459_si_9_table_0_q5 | single_varying | reagents | [
"catalysts",
"light_condition",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "tert-butyl substituted aromatic aldehyde with tertiary carbon bearing the aldehyde",
"SMILES": "CC(C)(C=O)Cc1ccc(C(C)(C)C)cc1"
}
],
"products": [
{
"content": "decarbonylated product, alkane with hydrogen replacing the aldehyde",
"SMILES": "CC(C)C... | [
{
"reagents": [
{
"content": "PhSH",
"SMILES": "Sc1ccccc1"
}
]
},
{
"reagents": [
{
"content": "diphenyl disulfide",
"SMILES": "c1ccc(SSc2ccccc2)cc1"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202424459_si_9_table_0.json",
"doi": "10_1002_anie_202424459",
"best_yield": 70,
"best_effective_score": 70,
"best_entry_indices": [
"6"
],
"global_best_yield": 87,
"global_best_effective_score": 87,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202424959_si_6_table_0_q1 | single_varying | catalysts | [
"catalysts",
"ligand",
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "linear precursor with ketone and alcohol",
"SMILES": "CCCCC(CO)CCCCC(=O)c1c(C)c(C)c(C)c(C)c1C"
}
],
"products": [
{
"content": "cyclized product with methyl substituent",
"SMILES": "CCCCC1CCCC(C(=O)c2c(C)c(C)c(C)c(C)c2C)C1"
}
],
"constant_... | [
{
"catalysts": [
{
"content": "Ir(cod)acac",
"SMILES": "C1=CCCC=C1.C1=CCCC=C1.CC(=O)C=C(C)[O-].[Ir]"
}
]
},
{
"catalysts": [
{
"content": "[Ir(coe)2Cl]2",
"SMILES": "C(=C\\C1CCCCC1)\\C1CCCCC1.C(=C\\C1CCCCC1)\\C1CCCCC1.Cl[Ir]1(Cl)[Ir](Cl)(Cl)1"
... | [
0
] | {
"source_file": "10_1002_anie_202424959_si_6_table_0.json",
"doi": "10_1002_anie_202424959",
"best_yield": 87,
"best_effective_score": 69.6696,
"best_entry_indices": [
"25"
],
"global_best_yield": 87,
"global_best_effective_score": 69.6696,
"global_best_entry_indices": [
"25",
"39",
"... |
10_1002_anie_202424959_si_6_table_0_q2 | single_varying | ligand | [
"catalysts",
"ligand",
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "linear precursor with ketone and alcohol",
"SMILES": "CCCCC(CO)CCCCC(=O)c1c(C)c(C)c(C)c(C)c1C"
}
],
"products": [
{
"content": "cyclized product with methyl substituent",
"SMILES": "CCCCC1CCCC(C(=O)c2c(C)c(C)c(C)c(C)c2C)C1"
}
],
"constant_... | [
{
"ligand": [
{
"content": "(R)-SYNPHOS",
"SMILES": "c1ccc(-c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3c2CCCC3)cc1"
}
]
},
{
"ligand": [
{
"content": "(R)-DTBM-GARPHOS",
"SMILES": ""
}
]
},
{
"ligand": [
{
"content": "... | [
4,
7
] | {
"source_file": "10_1002_anie_202424959_si_6_table_0.json",
"doi": "10_1002_anie_202424959",
"best_yield": 87,
"best_effective_score": 69.6696,
"best_entry_indices": [
"25",
"42"
],
"global_best_yield": 87,
"global_best_effective_score": 69.6696,
"global_best_entry_indices": [
"25",
"... |
10_1002_anie_202424959_si_6_table_0_q3 | single_varying | reaction_temperature | [
"catalysts",
"ligand",
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "linear precursor with ketone and alcohol",
"SMILES": "CCCCC(CO)CCCCC(=O)c1c(C)c(C)c(C)c(C)c1C"
}
],
"products": [
{
"content": "cyclized product with methyl substituent",
"SMILES": "CCCCC1CCCC(C(=O)c2c(C)c(C)c(C)c(C)c2C)C1"
}
],
"constant_... | [
{
"reaction_temperature": [
{
"content": "110 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "80 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "90 °C",
"SMILES": ""
... | [
0
] | {
"source_file": "10_1002_anie_202424959_si_6_table_0.json",
"doi": "10_1002_anie_202424959",
"best_yield": 87,
"best_effective_score": 69.6696,
"best_entry_indices": [
"25"
],
"global_best_yield": 87,
"global_best_effective_score": 69.6696,
"global_best_entry_indices": [
"25",
"39",
"... |
10_1002_anie_202424959_si_6_table_0_q4 | single_varying | reagents | [
"catalysts",
"ligand",
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "linear precursor with ketone and alcohol",
"SMILES": "CCCCC(CO)CCCCC(=O)c1c(C)c(C)c(C)c(C)c1C"
}
],
"products": [
{
"content": "cyclized product with methyl substituent",
"SMILES": "CCCCC1CCCC(C(=O)c2c(C)c(C)c(C)c(C)c2C)C1"
}
],
"constant_... | [
{
"reagents": [
{
"content": "NaOH",
"SMILES": "[Na+].[OH-]"
}
]
},
{
"reagents": [
{
"content": "LiOtBu",
"SMILES": "C[C-](C)C.[Li+]"
}
]
},
{
"reagents": [
{
"content": "KOtBu",
"SMILES": "C[C-](C)C.[K+]"
... | [
2
] | {
"source_file": "10_1002_anie_202424959_si_6_table_0.json",
"doi": "10_1002_anie_202424959",
"best_yield": 87,
"best_effective_score": 69.6696,
"best_entry_indices": [
"25"
],
"global_best_yield": 87,
"global_best_effective_score": 69.6696,
"global_best_entry_indices": [
"25",
"39",
"... |
10_1002_anie_202424959_si_6_table_0_q5 | single_varying | solvents | [
"catalysts",
"ligand",
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "linear precursor with ketone and alcohol",
"SMILES": "CCCCC(CO)CCCCC(=O)c1c(C)c(C)c(C)c(C)c1C"
}
],
"products": [
{
"content": "cyclized product with methyl substituent",
"SMILES": "CCCCC1CCCC(C(=O)c2c(C)c(C)c(C)c(C)c2C)C1"
}
],
"constant_... | [
{
"solvents": [
{
"content": "tBuOH",
"SMILES": "CC(C)(C)O"
}
]
},
{
"solvents": [
{
"content": "Heptane",
"SMILES": "CCCCCCC"
}
]
},
{
"solvents": [
{
"content": "1,4-dioxane",
"SMILES": "C1COCCO1"
}
... | [
0
] | {
"source_file": "10_1002_anie_202424959_si_6_table_0.json",
"doi": "10_1002_anie_202424959",
"best_yield": 87,
"best_effective_score": 69.6696,
"best_entry_indices": [
"25"
],
"global_best_yield": 87,
"global_best_effective_score": 69.6696,
"global_best_entry_indices": [
"25",
"39",
"... |
10_1002_anie_202500203_si_14_table_0_q1 | single_varying | Anode(+) | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"Reaction_Type",
"ligand",
"reaction_time"
] | {
"reactants": [
{
"content": "coumarin",
"SMILES": "O=c1ccc2ccccc2o1"
}
],
"products": [
{
"content": "cyclopropane-fused coumarin",
"SMILES": "O=C1Oc2ccccc2C2CC12"
}
],
"constant_conditions": {
"Current_Density": [
{
"content": "0.9 mA·cm⁻²",
... | [
{
"Anode(+)": [
{
"content": "Zn",
"SMILES": ""
}
]
},
{
"Anode(+)": [
{
"content": "SS",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202500203_si_14_table_0.json",
"doi": "10_1002_anie_202500203",
"best_yield": 84,
"best_effective_score": 84,
"best_entry_indices": [
"1"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"2"
],
"total_entries_in_so... |
10_1002_anie_202500203_si_14_table_0_q2 | single_varying | Cathode(-) | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"Reaction_Type",
"ligand",
"reaction_time"
] | {
"reactants": [
{
"content": "coumarin",
"SMILES": "O=c1ccc2ccccc2o1"
}
],
"products": [
{
"content": "cyclopropane-fused coumarin",
"SMILES": "O=C1Oc2ccccc2C2CC12"
}
],
"constant_conditions": {
"Current_Density": [
{
"content": "0.9 mA·cm⁻²",
... | [
{
"Cathode(-)": [
{
"content": "Gr.",
"SMILES": ""
}
]
},
{
"Cathode(-)": [
{
"content": "Cu",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202500203_si_14_table_0.json",
"doi": "10_1002_anie_202500203",
"best_yield": 84,
"best_effective_score": 84,
"best_entry_indices": [
"1"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"2"
],
"total_entries_in_so... |
10_1002_anie_202500203_si_14_table_0_q5 | single_varying | ligand | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"Reaction_Type",
"ligand",
"reaction_time"
] | {
"reactants": [
{
"content": "coumarin",
"SMILES": "O=c1ccc2ccccc2o1"
}
],
"products": [
{
"content": "cyclopropane-fused coumarin",
"SMILES": "O=C1Oc2ccccc2C2CC12"
}
],
"constant_conditions": {
"Current_Density": [
{
"content": "0.9 mA·cm⁻²",
... | [
{
"ligand": [
{
"content": "iPr-PyBOX",
"SMILES": "CC(C)c1noc(C(C)C)c1-c1ccccn1"
}
]
},
{
"ligand": [
{
"content": "Bn-PyBOX",
"SMILES": "c1ccc(Cc2noc(Cc3ccccc3)c2-c2ccccn2)cc1"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202500203_si_14_table_0.json",
"doi": "10_1002_anie_202500203",
"best_yield": 84,
"best_effective_score": 84,
"best_entry_indices": [
"1"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"2"
],
"total_entries_in_so... |
10_1002_anie_202500203_si_14_table_0_q7 | single_varying | reagents | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"Reaction_Type",
"ligand",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "coumarin",
"SMILES": "O=c1ccc2ccccc2o1"
}
],
"products": [
{
"content": "cyclopropane-fused coumarin",
"SMILES": "O=C1Oc2ccccc2C2CC12"
}
],
"constant_conditions": {
"Current_Density": [
{
"content": "0.9 mA·cm⁻²",
... | [
{
"reagents": []
},
{
"reagents": [
{
"content": "nBu4NBF4",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202500203_si_14_table_0.json",
"doi": "10_1002_anie_202500203",
"best_yield": 86,
"best_effective_score": 86,
"best_entry_indices": [
"2"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"2"
],
"total_entries_in_so... |
10_1002_anie_202500436_si_3_table_0_q1 | single_varying | catalysts | [
"catalysts",
"ligand",
"reaction_temperature"
] | {
"reactants": [
{
"content": "1-diazo-2-naphthalenone",
"SMILES": "[N-]=[N+]=C1C(=O)C=Cc2ccccc21"
},
{
"content": "phosphine oxide with methoxy substituent",
"SMILES": "COc1ccc([PH](=O)c2cccc3ccccc23)cc1"
}
],
"products": [
{
"content": "phosphine oxide fused nap... | [
{
"catalysts": [
{
"content": "Ni(OAc)2",
"SMILES": "CC(=O)[O][Ni][O]C(C)=O"
}
]
},
{
"catalysts": [
{
"content": "Pd(OAc)2",
"SMILES": "CC(=O)[O][Pd][O]C(C)=O"
}
]
},
{
"catalysts": [
{
"content": "[Rh(cod)OAc]2",
... | [
2
] | {
"source_file": "10_1002_anie_202500436_si_3_table_0.json",
"doi": "10_1002_anie_202500436",
"best_yield": 75,
"best_effective_score": 75,
"best_entry_indices": [
"4"
],
"global_best_yield": 85,
"global_best_effective_score": 85,
"global_best_entry_indices": [
"9"
],
"total_entries_in_sou... |
10_1002_anie_202500436_si_3_table_0_q2 | single_varying | ligand | [
"catalysts",
"ligand",
"reaction_temperature"
] | {
"reactants": [
{
"content": "1-diazo-2-naphthalenone",
"SMILES": "[N-]=[N+]=C1C(=O)C=Cc2ccccc21"
},
{
"content": "phosphine oxide with methoxy substituent",
"SMILES": "COc1ccc([PH](=O)c2cccc3ccccc23)cc1"
}
],
"products": [
{
"content": "phosphine oxide fused nap... | [
{
"ligand": [
{
"content": "BINAP",
"SMILES": "c1ccc(-c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1"
}
]
},
{
"ligand": [
{
"content": "DPPP",
"SMILES": "c1ccc(P(CCCCP(c2ccccc2)c2ccccc2)c2ccccc2)cc1"
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202500436_si_3_table_0.json",
"doi": "10_1002_anie_202500436",
"best_yield": 75,
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"best_entry_indices": [
"4"
],
"global_best_yield": 85,
"global_best_effective_score": 85,
"global_best_entry_indices": [
"9"
],
"total_entries_in_sou... |
10_1002_anie_202501806_si_19_table_0_q2 | single_varying | catalysts | [
"atmosphere",
"catalysts"
] | {
"reactants": [
{
"content": "N-hydroxyimine with methoxy substituent on phenyl ring",
"SMILES": "COc1ccc(C(C)=NO)cc1"
},
{
"content": "chalcone (α,β-unsaturated ketone)",
"SMILES": "O=CC=Cc1ccccc1"
}
],
"products": [
{
"content": "major isomer of pyridine produc... | [
{
"catalysts": [
{
"content": "CuOAc",
"SMILES": "CC(=O)[O][Cu]"
},
{
"content": "[Ru(bpz)3][PF6]2",
"SMILES": "F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.[Ru+2].c1cnc(-c2ccnc(-c3ncccn3)n2)nc1"
}
]
},
{
"catalysts": [
{
"content": "CuO... | [
2
] | {
"source_file": "10_1002_anie_202501806_si_19_table_0.json",
"doi": "10_1002_anie_202501806",
"best_yield": 73,
"best_effective_score": 70.8529411765,
"best_entry_indices": [
"8"
],
"global_best_yield": 73,
"global_best_effective_score": 70.8529411765,
"global_best_entry_indices": [
"6",
... |
10_1002_anie_202501806_si_20_table_0_q3 | single_varying | solvents | [
"atmosphere",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyimine with methoxy substituent on phenyl ring",
"SMILES": "COc1ccc(C(C)=NO)cc1"
},
{
"content": "chalcone (α,β-unsaturated ketone with two phenyl groups)",
"SMILES": "O=C/C=C/c1ccccc1"
}
],
"products": [
{
"content": "pyridi... | [
{
"solvents": [
{
"content": "DCE",
"SMILES": "ClCCCl"
}
]
},
{
"solvents": [
{
"content": "acetone",
"SMILES": "CC(C)=O"
}
]
},
{
"solvents": [
{
"content": "1,4-dioxane",
"SMILES": "C1COCCO1"
}
]
... | [
0
] | {
"source_file": "10_1002_anie_202501806_si_20_table_0.json",
"doi": "10_1002_anie_202501806",
"best_yield": 1,
"best_effective_score": 1,
"best_entry_indices": [
"7"
],
"global_best_yield": 82,
"global_best_effective_score": 79.5882352941,
"global_best_entry_indices": [
"1"
],
"total_entr... |
10_1002_anie_202501806_si_20_table_1_q1 | single_varying | catalysts | [
"catalysts",
"light_condition"
] | {
"reactants": [
{
"content": "N-hydroxyimine with methoxy substituent on phenyl ring",
"SMILES": "COc1ccc(C(C)=NO)cc1"
},
{
"content": "chalcone (α,β-unsaturated ketone with two phenyl groups)",
"SMILES": "O=CC=Cc1ccccc1"
}
],
"products": [
{
"content": "pyridine... | [
{
"catalysts": [
{
"content": "Cu(OAc)2",
"SMILES": "CC(=O)[O][Cu][O]C(C)=O"
}
]
},
{
"catalysts": [
{
"content": "[Cu(MeCN)4][BF4]",
"SMILES": "F[B-](F)(F)F.N#CC#N.N#CC#N.[Cu+]"
}
]
},
{
"catalysts": [
{
"content": "C... | [
5
] | {
"source_file": "10_1002_anie_202501806_si_20_table_1.json",
"doi": "10_1002_anie_202501806",
"best_yield": 82,
"best_effective_score": 79.5882352941,
"best_entry_indices": [
"8"
],
"global_best_yield": 82,
"global_best_effective_score": 79.5882352941,
"global_best_entry_indices": [
"8"
],
... |
10_1002_anie_202501806_si_21_table_0_q2 | single_varying | reagents | [
"atmosphere",
"reagents"
] | {
"reactants": [
{
"content": "N-hydroxyimine with methoxy substituent on phenyl ring",
"SMILES": "COc1ccc(C(C)=NO)cc1"
},
{
"content": "chalcone (α,β-unsaturated ketone with two phenyl groups)",
"SMILES": "O=CC=Cc1ccccc1"
}
],
"products": [
{
"content": "2,4-disu... | [
{
"reagents": [
{
"content": "N,N-diethylmethylamine",
"SMILES": "CCN(C)CC"
}
]
},
{
"reagents": []
},
{
"reagents": [
{
"content": "DMAP",
"SMILES": "CN(C)c1ccncc1"
}
]
},
{
"reagents": [
{
"content": "DIPEA",... | [
6
] | {
"source_file": "10_1002_anie_202501806_si_21_table_0.json",
"doi": "10_1002_anie_202501806",
"best_yield": 82,
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"best_entry_indices": [
"5"
],
"global_best_yield": 82,
"global_best_effective_score": 79.5882352941,
"global_best_entry_indices": [
"5"
],
... |
10_1002_anie_202501806_si_22_table_0_q2 | single_varying | light_condition | [
"atmosphere",
"light_condition",
"reagents"
] | {
"reactants": [
{
"content": "N-hydroxyimine with methoxy substituent on phenyl ring",
"SMILES": "COc1ccc(C(C)=NO)cc1"
},
{
"content": "chalcone (α,β-unsaturated ketone)",
"SMILES": "O=CC=Cc1ccccc1"
}
],
"products": [
{
"content": "2,3-diarylpyridine isomer",
... | [
{
"light_condition": [
{
"content": "450-465 nm",
"SMILES": ""
}
]
},
{
"light_condition": [
{
"content": "green LEDs (9W, 530-565 nm)",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202501806_si_22_table_0.json",
"doi": "10_1002_anie_202501806",
"best_yield": 82,
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"3"
],
"global_best_yield": 82,
"global_best_effective_score": 79.5882352941,
"global_best_entry_indices": [
"3"
],
... |
10_1002_anie_202501806_si_23_table_0_q4 | single_varying | reagents | [
"atmosphere",
"catalysts",
"light_condition",
"reagents"
] | {
"reactants": [
{
"content": "N-hydroxyimine with methoxy substituent on phenyl ring",
"SMILES": "COc1ccc(C(C)=NO)cc1"
},
{
"content": "chalcone (enone with two phenyl groups)",
"SMILES": "O=CC=Cc1ccccc1"
}
],
"products": [
{
"content": "2,3-disubstituted pyridin... | [
{
"reagents": [
{
"content": "DMIPA",
"SMILES": "CC(C)N(C)C"
},
{
"content": "DMP",
"SMILES": ""
}
]
},
{
"reagents": [
{
"content": "DMP",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202501806_si_23_table_0.json",
"doi": "10_1002_anie_202501806",
"best_yield": 82,
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"best_entry_indices": [
"1"
],
"global_best_yield": 82,
"global_best_effective_score": 79.5882352941,
"global_best_entry_indices": [
"1"
],
... |
10_1002_anie_202503056_si_19_table_0_q1 | single_varying | reaction_temperature | [
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "3-phenylcyclobutanone",
"SMILES": "O=C1CC(c2ccccc2)C1"
}
],
"products": [
{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutanone",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
"constant_conditions": {
"catalys... | [
{
"reaction_temperature": [
{
"content": "0 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "rt",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202503056_si_19_table_0.json",
"doi": "10_1002_anie_202503056",
"best_yield": 88,
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"best_entry_indices": [
"3"
],
"global_best_yield": 90,
"global_best_effective_score": 70.47,
"global_best_entry_indices": [
"3"
],
"total_entries... |
10_1002_anie_202503056_si_19_table_0_q2 | single_varying | reaction_time | [
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "3-phenylcyclobutanone",
"SMILES": "O=C1CC(c2ccccc2)C1"
}
],
"products": [
{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutanone",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
"constant_conditions": {
"catalys... | [
{
"reaction_time": [
{
"content": "24 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "6 h",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202503056_si_19_table_0.json",
"doi": "10_1002_anie_202503056",
"best_yield": 87,
"best_effective_score": 70.47,
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"3"
],
"global_best_yield": 90,
"global_best_effective_score": 70.47,
"global_best_entry_indices": [
"3"
],
"total_entries... |
10_1002_anie_202503056_si_19_table_0_q3 | single_varying | reagents | [
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "3-phenylcyclobutanone",
"SMILES": "O=C1CC(c2ccccc2)C1"
}
],
"products": [
{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutanone",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
"constant_conditions": {
"catalys... | [
{
"reagents": [
{
"content": "DPPH",
"SMILES": "O=[N+]([O-])c1ccc(N(c2ccc([N+](=O)[O-])cc2)c2ccc([N+](=O)[O-])cc2)cc1"
},
{
"content": "4 Å MS",
"SMILES": ""
}
]
},
{
"reagents": [
{
"content": "DPPH",
"SMILES": "O=[N+]([O... | [
1
] | {
"source_file": "10_1002_anie_202503056_si_19_table_0.json",
"doi": "10_1002_anie_202503056",
"best_yield": 79,
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"best_entry_indices": [
"6"
],
"global_best_yield": 90,
"global_best_effective_score": 70.47,
"global_best_entry_indices": [
"3"
],
"total_entries... |
10_1002_anie_202503056_si_19_table_0_q4 | single_varying | solvents | [
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "3-phenylcyclobutanone",
"SMILES": "O=C1CC(c2ccccc2)C1"
}
],
"products": [
{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutanone",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
"constant_conditions": {
"catalys... | [
{
"solvents": [
{
"content": "PhCF3",
"SMILES": "FC(F)(F)c1ccccc1"
}
]
},
{
"solvents": [
{
"content": "CH2Cl2",
"SMILES": "ClCCl"
}
]
},
{
"solvents": [
{
"content": "PhMe",
"SMILES": "Cc1ccccc1"
}
]... | [
2
] | {
"source_file": "10_1002_anie_202503056_si_19_table_0.json",
"doi": "10_1002_anie_202503056",
"best_yield": 90,
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"6"
],
"global_best_yield": 90,
"global_best_effective_score": 70.47,
"global_best_entry_indices": [
"3"
],
"total_entries... |
10_1002_anie_202503056_si_20_table_0_q1 | single_varying | catalysts | [
"catalysts",
"reagents"
] | {
"reactants": [
{
"content": "3-phenylcyclobutan-1-one",
"SMILES": "O=C1CC(c2ccccc2)C1"
}
],
"products": [
{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutan-1-one",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
"constant_conditions": {
"r... | [
{
"catalysts": [
{
"content": "(S)-3,3'-SiPh3-BINOL-P",
"SMILES": ""
}
]
},
{
"catalysts": [
{
"content": "(S)-3,3'-C6F5-BINOL-P",
"SMILES": ""
}
]
},
{
"catalysts": []
},
{
"catalysts": [
{
"content": "Mg(OtBu... | [
4
] | {
"source_file": "10_1002_anie_202503056_si_20_table_0.json",
"doi": "10_1002_anie_202503056",
"best_yield": 96,
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"6"
],
"global_best_yield": 96,
"global_best_effective_score": 67.2,
"global_best_entry_indices": [
"6"
],
"total_entries_i... |
10_1002_anie_202503056_si_20_table_0_q2 | single_varying | reagents | [
"catalysts",
"reagents"
] | {
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{
"content": "3-phenylcyclobutan-1-one",
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{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutan-1-one",
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{
"content": "DPPH",
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... | [
0
] | {
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"6"
],
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10_1002_anie_202503056_si_20_table_1_q1 | single_varying | reaction_temperature | [
"reaction_temperature",
"reaction_time"
] | {
"reactants": [
{
"content": "3-phenylcyclobutan-1-one",
"SMILES": "O=C1CC(c2ccccc2)C1"
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{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutan-1-one",
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],
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"c... | [
{
"reaction_temperature": [
{
"content": "–33 °C",
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}
]
},
{
"reaction_temperature": [
{
"content": "–20 °C",
"SMILES": ""
}
]
}
] | [
1
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"2"
],
"total_entries_i... |
10_1002_anie_202503056_si_55_table_0_q1 | single_varying | reagents | [
"reagents",
"solvents"
] | {
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{
"content": "N-phosphinoyl azetidine with phenyl substituent on carbon",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
"products": [
{
"content": "trans-2-phenylcyclopropanecarbonitrile",
"SMILES": "N#CC1CC1c1ccccc1"
}
],
"constant_condit... | [
{
"reagents": [
{
"content": "LiHMDS",
"SMILES": "C[Si](C)(C)N([Si](C)(C)C)[Si](C)(C)C.[Li+]"
}
]
},
{
"reagents": [
{
"content": "n-BuLi",
"SMILES": "[Li][CH2]CCC"
}
]
},
{
"reagents": [
{
"content": "KHMDS",
... | [
0
] | {
"source_file": "10_1002_anie_202503056_si_55_table_0.json",
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"4"
],
"total... |
10_1002_anie_202503056_si_55_table_0_q2 | single_varying | solvents | [
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-phosphinoyl azetidine with phenyl substituent on carbon",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
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{
"content": "trans-2-phenylcyclopropanecarbonitrile",
"SMILES": "N#CC1CC1c1ccccc1"
}
],
"constant_condit... | [
{
"solvents": [
{
"content": "DMF",
"SMILES": "CN(C)C=O"
}
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},
{
"solvents": [
{
"content": "MeCN",
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}
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},
{
"solvents": [
{
"content": "PhMe",
"SMILES": "Cc1ccccc1"
}
]
},
{
... | [
5
] | {
"source_file": "10_1002_anie_202503056_si_55_table_0.json",
"doi": "10_1002_anie_202503056",
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"4"
],
"global_best_yield": 72,
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"global_best_entry_indices": [
"4"
],
... |
10_1002_anie_202503056_si_56_table_0_q1 | single_varying | reaction_temperature | [
"reaction_temperature",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "N-phosphinoyl imine with 4-fluorophenyl substituent on the cyclobutane ring",
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}
],
"products": [
{
"content": "cyclopropane nitrile with 4-fluorophenyl substituent",
"SMILES": "N#CC1CC1c1cc... | [
{
"reaction_temperature": [
{
"content": "–20 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "rt",
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}
]
},
{
"reaction_temperature": [
{
"content": "room temperature",
"SMILES": "... | [
3
] | {
"source_file": "10_1002_anie_202503056_si_56_table_0.json",
"doi": "10_1002_anie_202503056",
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"12"
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"global_best_entry_indices": [
"12"
],
"total_entri... |
10_1002_anie_202503056_si_56_table_0_q2 | single_varying | reaction_time | [
"reaction_temperature",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "N-phosphinoyl imine with 4-fluorophenyl substituent on the cyclobutane ring",
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],
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{
"content": "cyclopropane nitrile with 4-fluorophenyl substituent",
"SMILES": "N#CC1CC1c1cc... | [
{
"reaction_time": [
{
"content": "1 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "0.5 h",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202503056_si_56_table_0.json",
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"global_best_entry_indices": [
"12"
],
"total_entri... |
10_1002_anie_202503056_si_56_table_0_q3 | single_varying | reagents | [
"reaction_temperature",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "N-phosphinoyl imine with 4-fluorophenyl substituent on the cyclobutane ring",
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}
],
"products": [
{
"content": "cyclopropane nitrile with 4-fluorophenyl substituent",
"SMILES": "N#CC1CC1c1cc... | [
{
"reagents": [
{
"content": "LiTMP",
"SMILES": "[Li+].c1ccc(N(c2ccccc2)[c-]2cccc2)cc1"
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]
},
{
"reagents": [
{
"content": "KOtPent",
"SMILES": "C[C-](C)C(C)C.[K+]"
}
]
},
{
"reagents": [
{
"content": "KHMDS",
... | [
4
] | {
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"doi": "10_1002_anie_202503056",
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"12"
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"total_entrie... |
10_1002_anie_202503056_si_57_table_0_q3 | single_varying | reaction_time | [
"cooling_heating_condition",
"reaction_temperature",
"reaction_time",
"reagents"
] | {
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{
"content": "4-(4-fluorophenyl)cyclobutan-1-one",
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}
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{
"content": "2-(4-fluorophenyl)cyclopropanecarbonitrile",
"SMILES": "N#CC1CC1c1ccc(F)cc1"
}
],
"constant_conditions": {
"catalysts": [
{
... | [
{
"reaction_time": [
{
"content": "5 min",
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]
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{
"reaction_time": [
{
"content": "3 h",
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}
]
},
{
"reaction_time": [
{
"content": "30 min",
"SMILES": ""
}
]
}
] | [
2
] | {
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"4"
],
"total_entries... |
10_1002_anie_202504012_si_9_table_0_q1 | single_varying | reaction_temperature | [
"reaction_temperature",
"speed"
] | {
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{
"content": "aniline",
"SMILES": "Nc1ccccc1"
},
{
"content": "(4-fluorophenyl)boronic acid",
"SMILES": "OB(O)c1ccc(F)cc1"
}
],
"products": [
{
"content": "4-fluorobiphenyl",
"SMILES": "Fc1ccc(-c2ccccc2)cc1"
}
],
"constant_conditions... | [
{
"reaction_temperature": [
{
"content": "95 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "75 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "105 °C",
"SMILES": ""
... | [
2
] | {
"source_file": "10_1002_anie_202504012_si_9_table_0.json",
"doi": "10_1002_anie_202504012",
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"2"
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"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202504137_si_18_table_0_q3 | single_varying | reagents | [
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
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{
"content": "skatole",
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},
{
"content": "Togni reagent 1",
"SMILES": "O=C1OI(C(F)(F)F)c2ccccc21"
}
],
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{
"content": "a",
"SMILES": "Cc1c(C(F)(F)F)[nH]c2ccccc12"
}
],
"constant_conditions": {... | [
{
"reagents": [
{
"content": "Grinded Celite in suspension",
"SMILES": ""
}
]
},
{
"reagents": [
{
"content": "Dry-grinded Celite",
"SMILES": ""
}
]
},
{
"reagents": [
{
"content": "wet-grinded Celite",
"SMILES... | [
0
] | {
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"2"
],
"total_entries_in_sour... |
10_1002_anie_202507632_si_20_table_0_q1 | single_varying | catalysts | [
"catalysts"
] | {
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{
"content": "1,3-dioxoisoindolin-2-yl 4-(4-chlorophenyl)cyclohexane-1-carboxylate",
"SMILES": "O=C(ON1C(=O)c2ccccc2C1=O)C1CCC(c2ccc(Cl)cc2)CC1"
}
],
"products": [
{
"content": "product 32 with fluorinated group",
"SMILES": "FCC1CCC(c2ccc(Cl)cc2)CC1"
}
],... | [
{
"catalysts": [
{
"content": "Ni(acac)2",
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},
{
"content": "fac-Ir(ppy)3",
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}
]
},
{
"catalysts": [
{
"content": "fac-Ir(ppy)3",
"SMILES": ""
}
]
... | [
0
] | {
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"doi": "10_1002_anie_202507632",
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"2"
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"global_best_entry_indices": [
"1"
],
"total_entri... |
10_1002_anie_202507632_si_7_table_0_q2 | single_varying | solvents | [
"ligand",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyphthalimide ester substrate with dimethylphenyl ether moiety",
"SMILES": "Cc1ccc(C)c(OCCCC(C)(C)C(=O)ON2C(=O)c3ccccc3C2=O)c1"
}
],
"products": [
{
"content": "fluorinated product with dimethylphenyl ether moiety",
"SMILES": "Cc1ccc(C)c(OC... | [
{
"solvents": [
{
"content": "toluene",
"SMILES": "Cc1ccccc1"
}
]
},
{
"solvents": [
{
"content": "DMF",
"SMILES": "CN(C)C=O"
}
]
},
{
"solvents": [
{
"content": "MeOH",
"SMILES": "CO"
}
]
},
{
... | [
5
] | {
"source_file": "10_1002_anie_202507632_si_7_table_0.json",
"doi": "10_1002_anie_202507632",
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"4"
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"global_best_effective_score": 75,
"global_best_entry_indices": [
"4"
],
"total_entries_in_sou... |
10_1002_anie_202507632_si_9_table_0_q1 | single_varying | catalysts | [
"catalysts",
"ligand",
"light_condition",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyphthalimide ester substrate with gem-dimethyl group and 2,6-dimethylphenoxy ether",
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}
],
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{
"content": "Fluoromethylated product with gem-dimethyl group bearing fluorom... | [
{
"catalysts": [
{
"content": "fac-Ir(ppy)3",
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},
{
"content": "Ni(acac)2",
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}
]
},
{
"catalysts": [
{
"content": "4CzIPN",
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0
] | {
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"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202507632_si_9_table_0_q2 | single_varying | ligand | [
"catalysts",
"ligand",
"light_condition",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyphthalimide ester substrate with gem-dimethyl group and 2,6-dimethylphenoxy ether",
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}
],
"products": [
{
"content": "Fluoromethylated product with gem-dimethyl group bearing fluorom... | [
{
"ligand": [
{
"content": "KTp*",
"SMILES": ""
}
]
},
{
"ligand": [
{
"content": "KTp",
"SMILES": ""
}
]
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{
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},
{
"ligand": [
{
"content": "dtbpy",
"SMILES": "CC(C)(C)c1ccnc(-c2cc(C(C)(C)... | [
0
] | {
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"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202507632_si_9_table_0_q4 | single_varying | reaction_time | [
"catalysts",
"ligand",
"light_condition",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyphthalimide ester substrate with gem-dimethyl group and 2,6-dimethylphenoxy ether",
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}
],
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{
"content": "Fluoromethylated product with gem-dimethyl group bearing fluorom... | [
{
"reaction_time": [
{
"content": "1 h",
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}
]
},
{
"reaction_time": [
{
"content": "2.5 h",
"SMILES": ""
}
]
}
] | [
0
] | {
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"1"
],
"total_entries_in_sou... |
10_1002_anie_202507632_si_9_table_0_q5 | single_varying | reagents | [
"catalysts",
"ligand",
"light_condition",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyphthalimide ester substrate with gem-dimethyl group and 2,6-dimethylphenoxy ether",
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}
],
"products": [
{
"content": "Fluoromethylated product with gem-dimethyl group bearing fluorom... | [
{
"reagents": [
{
"content": "FCH2SO2Na",
"SMILES": ""
}
]
},
{
"reagents": []
},
{
"reagents": [
{
"content": "FCH2CO2Na",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202507632_si_9_table_0.json",
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"1"
],
"total_entries_in_sou... |
10_1002_anie_202507632_si_9_table_0_q6 | single_varying | solvents | [
"catalysts",
"ligand",
"light_condition",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyphthalimide ester substrate with gem-dimethyl group and 2,6-dimethylphenoxy ether",
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}
],
"products": [
{
"content": "Fluoromethylated product with gem-dimethyl group bearing fluorom... | [
{
"solvents": [
{
"content": "acetone",
"SMILES": "CC(C)=O"
}
]
},
{
"solvents": [
{
"content": "DMA",
"SMILES": "CC(=O)N(C)C"
}
]
},
{
"solvents": [
{
"content": "MeCN",
"SMILES": "CC#N"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202507632_si_9_table_0.json",
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"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202508301_si_8_table_0_q2 | single_varying | reagents | [
"atmosphere",
"reagents"
] | {
"reactants": [
{
"content": "4-fluorophenyl isobutyrate ester",
"SMILES": "CC(C)OC(=O)c1ccc(F)cc1"
}
],
"products": [
{
"content": "4-fluorophenyl isopropyl ether",
"SMILES": "CC(C)OCc1ccc(F)cc1"
}
],
"constant_conditions": {
"catalysts": [
{
"conten... | [
{
"reagents": [
{
"content": "TMDS",
"SMILES": "C[SiH](C)[SiH](C)C"
}
]
},
{
"reagents": [
{
"content": "(EtO)3SiH",
"SMILES": "CCO[SiH](OCC)OCC"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202508301_si_8_table_0.json",
"doi": "10_1002_anie_202508301",
"best_yield": 100,
"best_effective_score": 91.3461538462,
"best_entry_indices": [
"1"
],
"global_best_yield": 100,
"global_best_effective_score": 91.3461538462,
"global_best_entry_indices": [
"1"
],... |
10_1002_anie_202508697_si_11_table_0_q2 | single_varying | Reaction_Type | [
"Constant_Quantity",
"Reaction_Type",
"atmosphere",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
},
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
],
"products": [
{
"content": "reduced product",
"SMILES": "COc1ccc(C)cc1"
}
],
"constant_con... | [
{
"Reaction_Type": []
},
{
"Reaction_Type": [
{
"content": "Separation Cell Reaction",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202508697_si_11_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 13,
"best_effective_score": 13,
"best_entry_indices": [
"2"
],
"global_best_yield": 43,
"global_best_effective_score": 43,
"global_best_entry_indices": [
"3"
],
"total_entries_in_so... |
10_1002_anie_202508697_si_11_table_0_q5 | single_varying | reagents | [
"Constant_Quantity",
"atmosphere",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
},
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
],
"products": [
{
"content": "reduced product",
"SMILES": "COc1ccc(C)cc1"
}
],
"constant_con... | [
{
"reagents": []
},
{
"reagents": [
{
"content": "nBu4NPF6",
"SMILES": "CCCC[N+](CCCC)(CCCC)CCCC.F[P-](F)(F)(F)(F)F"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202508697_si_11_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 43,
"best_effective_score": 43,
"best_entry_indices": [
"3"
],
"global_best_yield": 43,
"global_best_effective_score": 43,
"global_best_entry_indices": [
"3"
],
"total_entries_in_so... |
10_1002_anie_202508697_si_5_table_0_q5 | single_varying | atmosphere | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"atmosphere",
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl diphenylsilane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2ccccc2)cc1"
}
],
"constant_conditions": {
"Constant_Current": [
{
... | [
{
"atmosphere": [
{
"content": "air",
"SMILES": ""
}
]
},
{
"atmosphere": [
{
"content": "N2",
"SMILES": ""
}
]
},
{
"atmosphere": [
{
"content": "air (no molecular sieves)",
"SMILES": ""
}
]
}
] | [
2
] | {
"source_file": "10_1002_anie_202508697_si_5_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 76,
"best_effective_score": 76,
"best_entry_indices": [
"17"
],
"global_best_yield": 92,
"global_best_effective_score": 92,
"global_best_entry_indices": [
"19",
"20"
],
"total_en... |
10_1002_anie_202508697_si_5_table_0_q7 | single_varying | reaction_time | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"Reaction_Type",
"atmosphere",
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl diphenylsilane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2ccccc2)cc1"
}
],
"constant_conditions": {
"Constant_Current": [
{
... | [
{
"reaction_time": [
{
"content": "3 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "2 h",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202508697_si_5_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 92,
"best_effective_score": 92,
"best_entry_indices": [
"20"
],
"global_best_yield": 92,
"global_best_effective_score": 92,
"global_best_entry_indices": [
"19",
"20"
],
"total_en... |
10_1002_anie_202508697_si_5_table_0_q8 | single_varying | reagents | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"atmosphere",
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl diphenylsilane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2ccccc2)cc1"
}
],
"constant_conditions": {
"Constant_Current": [
{
... | [
{
"reagents": [
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
]
},
{
"reagents": [
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
},
{
"content": "H2O",
"SMILES": ""
}
... | [
0
] | {
"source_file": "10_1002_anie_202508697_si_5_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 76,
"best_effective_score": 76,
"best_entry_indices": [
"17"
],
"global_best_yield": 92,
"global_best_effective_score": 92,
"global_best_entry_indices": [
"19",
"20"
],
"total_en... |
10_1002_anie_202508697_si_5_table_0_q9 | single_varying | solvents | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"Reaction_Type",
"atmosphere",
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl diphenylsilane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2ccccc2)cc1"
}
],
"constant_conditions": {
"Constant_Current": [
{
... | [
{
"solvents": [
{
"content": "THF",
"SMILES": "C1CCOC1"
}
]
},
{
"solvents": [
{
"content": "DMF",
"SMILES": "CN(C)C=O"
}
]
},
{
"solvents": [
{
"content": "THF:DMF",
"SMILES": ""
}
]
}
] | [
2
] | {
"source_file": "10_1002_anie_202508697_si_5_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 70,
"best_effective_score": 70,
"best_entry_indices": [
"10"
],
"global_best_yield": 92,
"global_best_effective_score": 92,
"global_best_entry_indices": [
"19",
"20"
],
"total_en... |
10_1002_anie_202508697_si_6_table_0_q3 | single_varying | solvents | [
"Constant_Current",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
},
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl(diphenyl)silane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2... | [
{
"solvents": [
{
"content": "THF",
"SMILES": "C1CCOC1"
},
{
"content": "sulfolane",
"SMILES": "O=S1(=O)CCCC1"
}
]
},
{
"solvents": [
{
"content": "2-Me THF",
"SMILES": "CC1CCCO1"
},
{
"content": "DMPU"... | [
6
] | {
"source_file": "10_1002_anie_202508697_si_6_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 76,
"best_effective_score": 76,
"best_entry_indices": [
"1"
],
"global_best_yield": 76,
"global_best_effective_score": 76,
"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202508697_si_6_table_1_q1 | single_varying | Electrolyte | [
"Electrolyte",
"atmosphere",
"reagents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
},
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl(diphenyl)silane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2... | [
{
"Electrolyte": [
{
"content": "nBu4NPF6 (0.05 M)",
"SMILES": ""
}
]
},
{
"Electrolyte": [
{
"content": "0.1 M KPF6",
"SMILES": ""
}
]
},
{
"Electrolyte": [
{
"content": "nBu4NPF6 (0.1 M)",
"SMILES": ""
... | [
2
] | {
"source_file": "10_1002_anie_202508697_si_6_table_1.json",
"doi": "10_1002_anie_202508697",
"best_yield": 66,
"best_effective_score": 66,
"best_entry_indices": [
"8"
],
"global_best_yield": 76,
"global_best_effective_score": 76,
"global_best_entry_indices": [
"7"
],
"total_entries_in_sou... |
10_1002_anie_202508697_si_6_table_1_q4 | single_varying | reagents | [
"Electrolyte",
"atmosphere",
"reagents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
},
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl(diphenyl)silane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2... | [
{
"reagents": [
{
"content": "4 Å molecular sieves",
"SMILES": ""
}
]
},
{
"reagents": [
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202508697_si_6_table_1.json",
"doi": "10_1002_anie_202508697",
"best_yield": 70,
"best_effective_score": 70,
"best_entry_indices": [
"9"
],
"global_best_yield": 76,
"global_best_effective_score": 76,
"global_best_entry_indices": [
"7"
],
"total_entries_in_sou... |
10_1002_anie_202508697_si_7_table_0_q2 | single_varying | Electrolyte | [
"Constant_Quantity",
"Electrolyte",
"atmosphere",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "p-methoxy benzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
}
],
"products": [
{
"content": "silylated product",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2ccccc2)cc1"
}
],
"constant_conditions": {
"Anode(+)": [
{
"content": "glassy c... | [
{
"Electrolyte": [
{
"content": "nBu4NPF6 (0.2 M)",
"SMILES": ""
}
]
},
{
"Electrolyte": [
{
"content": "nBu4NPF6 (0.2 M, 2 equiv.)",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202508697_si_7_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 74,
"best_effective_score": 74,
"best_entry_indices": [
"1"
],
"global_best_yield": 92,
"global_best_effective_score": 92,
"global_best_entry_indices": [
"5"
],
"total_entries_in_sou... |
10_1002_anie_202508697_si_7_table_0_q3 | single_varying | atmosphere | [
"Constant_Quantity",
"Electrolyte",
"atmosphere",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "p-methoxy benzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
}
],
"products": [
{
"content": "silylated product",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2ccccc2)cc1"
}
],
"constant_conditions": {
"Anode(+)": [
{
"content": "glassy c... | [
{
"atmosphere": [
{
"content": "air, no MS",
"SMILES": ""
}
]
},
{
"atmosphere": [
{
"content": "air, no molecular sieves",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202508697_si_7_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 92,
"best_effective_score": 92,
"best_entry_indices": [
"5"
],
"global_best_yield": 92,
"global_best_effective_score": 92,
"global_best_entry_indices": [
"5"
],
"total_entries_in_sou... |
10_1002_anie_202509244_si_7_table_0_q2 | single_varying | solvents | [
"solvents"
] | {
"reactants": [
{
"content": "benzyl phenyl sulfide",
"SMILES": "c1ccc(CSc2ccccc2)cc1"
},
{
"content": "nitrobenzene",
"SMILES": "O=[N+]([O-])c1ccccc1"
}
],
"products": [
{
"content": "benzaldehyde",
"SMILES": "O=Cc1ccccc1"
}
],
"constant_conditions... | [
{
"solvents": [
{
"content": "iPr acetate",
"SMILES": "CC(=O)OC(C)C"
}
]
},
{
"solvents": [
{
"content": "CHCl3",
"SMILES": "ClC(Cl)Cl"
}
]
},
{
"solvents": [
{
"content": "DME",
"SMILES": "COCCOC"
}
... | [
16
] | {
"source_file": "10_1002_anie_202509244_si_7_table_0.json",
"doi": "10_1002_anie_202509244",
"best_yield": 44,
"best_effective_score": 44,
"best_entry_indices": [
"9"
],
"global_best_yield": 44,
"global_best_effective_score": 44,
"global_best_entry_indices": [
"9"
],
"total_entries_in_sou... |
10_1002_anie_202509470_si_5_table_0_q1 | single_varying | reaction_time | [
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "sulfoxide substrate with alkene",
"SMILES": "C=CCC(CC)(CC)C[S@](=O)c1ccc(C)cc1"
},
{
"content": "bromodifluoroacetate reagent",
"SMILES": "CCOC(=O)C(F)(F)Br"
}
],
"products": [
{
"content": "difluoroalkylated product",
"SMILES"... | [
{
"reaction_time": [
{
"content": "20 h + 20 h (sequential addition)",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "20 h + 20 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "4+4+15 h",
"SMI... | [
5
] | {
"source_file": "10_1002_anie_202509470_si_5_table_0.json",
"doi": "10_1002_anie_202509470",
"best_yield": 66,
"best_effective_score": 66,
"best_entry_indices": [
"8"
],
"global_best_yield": 66,
"global_best_effective_score": 66,
"global_best_entry_indices": [
"8"
],
"total_entries_in_sou... |
10_1002_anie_202509470_si_5_table_1_q3 | single_varying | reagents | [
"catalysts",
"light_condition",
"reagents"
] | {
"reactants": [
{
"content": "sulfoxide substrate with alkene",
"SMILES": "C=CCC(CC)(CC)CS(C)(O)c1ccc(C)cc1"
},
{
"content": "bromodifluoroacetate reagent",
"SMILES": "CCOC(=O)C(F)(F)Br"
}
],
"products": [
{
"content": "difluoroalkylated product",
"SMILES":... | [
{
"reagents": [
{
"content": "BnBF3K",
"SMILES": "F[B-](F)(F)Cc1ccccc1.[K+]"
},
{
"content": "Li2CO3",
"SMILES": "O=C([O-])[O-].[Li+].[Li+]"
},
{
"content": "TEMPO",
"SMILES": "CC1(C)CCCC(C)(C)N1O"
}
]
},
{
"reagents... | [
1
] | {
"source_file": "10_1002_anie_202509470_si_5_table_1.json",
"doi": "10_1002_anie_202509470",
"best_yield": 30,
"best_effective_score": 30,
"best_entry_indices": [
"5"
],
"global_best_yield": 30,
"global_best_effective_score": 30,
"global_best_entry_indices": [
"5"
],
"total_entries_in_sou... |
10_1002_anie_202509658_si_7_table_0_q1 | single_varying | catalysts | [
"catalysts",
"light_condition",
"reaction_temperature"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "ethyl nitroacetate",
"SMILES": "CCOC(=O)C[N+](=O)[O-]"
}
],
"products": [
{
"content": "isoxazole product",
"SMILES": "CCOC(=O)C1=NOC(c2ccccc2)C1"
}
],
"constant_condit... | [
{
"catalysts": [
{
"content": "Cu^II(dmp)2Cl2",
"SMILES": ""
}
]
},
{
"catalysts": [
{
"content": "(Ir[dF(CF3)ppy]2(dtbpy))PF6",
"SMILES": ""
}
]
},
{
"catalysts": [
{
"content": "4CzIPN",
"SMILES": "c1ccc2c(c1... | [
3
] | {
"source_file": "10_1002_anie_202509658_si_7_table_0.json",
"doi": "10_1002_anie_202509658",
"best_yield": 17,
"best_effective_score": 17,
"best_entry_indices": [
"3"
],
"global_best_yield": 22,
"global_best_effective_score": 22,
"global_best_entry_indices": [
"2"
],
"total_entries_in_sou... |
10_1002_anie_202509658_si_9_table_1_q1 | single_varying | light_condition | [
"light_condition",
"reaction_temperature",
"reaction_time"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "ethyl nitroacetate",
"SMILES": "CCOC(=O)C[N+](=O)[O-]"
}
],
"products": [
{
"content": "isoxazole product",
"SMILES": "CCOC(=O)C1=NOC(c2ccccc2)C1"
}
],
"constant_condit... | [
{
"light_condition": [
{
"content": "455 nm",
"SMILES": ""
}
]
},
{
"light_condition": [
{
"content": "455 nm, Blue LED-Schlenk setup",
"SMILES": ""
}
]
},
{
"light_condition": [
{
"content": "Blue LED-Schlenk setup, 4... | [
2
] | {
"source_file": "10_1002_anie_202509658_si_9_table_1.json",
"doi": "10_1002_anie_202509658",
"best_yield": 76,
"best_effective_score": 76,
"best_entry_indices": [
"3"
],
"global_best_yield": 76,
"global_best_effective_score": 76,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202509658_si_9_table_1_q2 | single_varying | reaction_temperature | [
"light_condition",
"reaction_temperature",
"reaction_time"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "ethyl nitroacetate",
"SMILES": "CCOC(=O)C[N+](=O)[O-]"
}
],
"products": [
{
"content": "isoxazole product",
"SMILES": "CCOC(=O)C1=NOC(c2ccccc2)C1"
}
],
"constant_condit... | [
{
"reaction_temperature": [
{
"content": "r.t.",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "−20 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "0 °C",
"SMILES": ""
}
... | [
0
] | {
"source_file": "10_1002_anie_202509658_si_9_table_1.json",
"doi": "10_1002_anie_202509658",
"best_yield": 43,
"best_effective_score": 43,
"best_entry_indices": [
"2"
],
"global_best_yield": 76,
"global_best_effective_score": 76,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202509658_si_9_table_1_q3 | single_varying | reaction_time | [
"light_condition",
"reaction_temperature",
"reaction_time"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "ethyl nitroacetate",
"SMILES": "CCOC(=O)C[N+](=O)[O-]"
}
],
"products": [
{
"content": "isoxazole product",
"SMILES": "CCOC(=O)C1=NOC(c2ccccc2)C1"
}
],
"constant_condit... | [
{
"reaction_time": [
{
"content": "10 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "48 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "22 h",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202509658_si_9_table_1.json",
"doi": "10_1002_anie_202509658",
"best_yield": 50,
"best_effective_score": 50,
"best_entry_indices": [
"5"
],
"global_best_yield": 76,
"global_best_effective_score": 76,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202510715_si_3_table_0_q4 | single_varying | solvents | [
"atmosphere",
"light_condition",
"reaction_time",
"solvents"
] | {
"reactants": [
{
"content": "1-bromo-2-methylprop-1-ene",
"SMILES": "CC(C)=CBr"
},
{
"content": "ethyl 3-mercaptopropanoate",
"SMILES": "CCOC(=O)CCS"
}
],
"products": [
{
"content": "product",
"SMILES": "CCOC(=O)CCSC=C(C)C"
}
],
"constant_condition... | [
{
"solvents": [
{
"content": "DMSO",
"SMILES": "CS(C)=O"
}
]
},
{
"solvents": [
{
"content": "DMF",
"SMILES": "CN(C)C=O"
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202510715_si_3_table_0.json",
"doi": "10_1002_anie_202510715",
"best_yield": 65,
"best_effective_score": 65,
"best_entry_indices": [
"2"
],
"global_best_yield": 74,
"global_best_effective_score": 74,
"global_best_entry_indices": [
"4"
],
"total_entries_in_sou... |
10_1002_anie_202510715_si_5_table_0_q3 | single_varying | reagents | [
"atmosphere",
"light_condition",
"reagents"
] | {
"reactants": [
{
"content": "2-bromoprop-1-ene",
"SMILES": "C=C(C)Br"
},
{
"content": "indole",
"SMILES": "c1ccc2[nH]ccc2c1"
}
],
"products": [
{
"content": "N-allyl indole product",
"SMILES": "C=C(C)n1ccc2ccccc21"
}
],
"constant_conditions": {
... | [
{
"reagents": [
{
"content": "tBuNH2",
"SMILES": "CC(C)(C)N"
}
]
},
{
"reagents": [
{
"content": "TMG",
"SMILES": "CN(C)C(=N)N(C)C"
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202510715_si_5_table_0.json",
"doi": "10_1002_anie_202510715",
"best_yield": 65,
"best_effective_score": 65,
"best_entry_indices": [
"4"
],
"global_best_yield": 65,
"global_best_effective_score": 65,
"global_best_entry_indices": [
"4"
],
"total_entries_in_sou... |
10_1002_anie_202510715_si_6_table_0_q3 | single_varying | reaction_time | [
"atmosphere",
"light_condition",
"reaction_time"
] | {
"reactants": [
{
"content": "2-bromoprop-1-ene",
"SMILES": "C=C(C)Br"
},
{
"content": "indole",
"SMILES": "c1ccc2[nH]ccc2c1"
}
],
"products": [
{
"content": "N-alkenylated indole product",
"SMILES": "C=C(C)n1ccc2ccccc21"
}
],
"constant_conditions":... | [
{
"reaction_time": [
{
"content": "48h total (24h initial, then 24h after second TMG addition)",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "48h total (24h initial + 24h after second TMG addition)",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202510715_si_6_table_0.json",
"doi": "10_1002_anie_202510715",
"best_yield": 79,
"best_effective_score": 79,
"best_entry_indices": [
"5"
],
"global_best_yield": 79,
"global_best_effective_score": 79,
"global_best_entry_indices": [
"5"
],
"total_entries_in_sou... |
End of preview. Expand in Data Studio
RxnOptBench Reviewer Snapshot
A frozen, credential-free reviewer snapshot that mirrors the submitted benchmark questions, evaluation semantics, and reported results, while adding the requested code, saved outputs, validation scripts, and rebuttal audits. It does not define a replacement benchmark.
This is version 0.2.4. It is a self-contained reviewer snapshot for
inspecting the fixed benchmark, final saved outputs, deterministic evaluation,
final reviewed records, and the analyses supplied during review. It is not a
complete redistribution of the source literature and is not a package for
rerunning unavailable model services.
Canonical submitted benchmark
The canonical dataset source remains the public dataset identified in the
submission. The data/, evaluation/, and examples/ directories mirror
canonical public dataset revision
7b3c1b4c2e3839a40ba27d07309c0dd9a1f22bdb; prompts/ contains the complete
templates used for the reported evaluation. Together they define the submitted
questions and evaluation interface. The snapshot contains eight test
configurations and 4,773 question instances derived from 552 parent tables.
Prompt-context audit
All six evaluated prompt templates render the stored table-wide
constant_conditions block. The included deterministic audit renders all
eight subsets and verifies that every stored constant-condition key and value
appears in the corresponding model input:
python scripts/validate_prompt_context.py
Repository layout
data/: the eight submitted benchmark datasets in native JSON and Hugging Face JSONL forms.prompts/: the six submitted prompt templates.evaluation/: the submitted deterministic MC and FIB evaluators and shared scoring helpers.examples/: submitted-format example prediction files.code/: extraction, annotation, question-building, inference/parsing, and supporting code requested during review. Unreleased OCSR inference and model-specific post-processing are excluded; retained stages consume externally supplied structured OCSR outputs.results/: the frozen Table 2 metrics and the final saved outputs for all 12 evaluated models, plus an endpoint-free run-configuration manifest. Seeresults/README.md.reviewed_data/: 884 final reviewed structured tables and their SHA-256 manifest. Seereviewed_data/README.md.analysis/: chemical-coverage and robustness audits supplied in response to reviewer questions.metadata/: source DOI/table provenance and packaging audit metadata.docs/: pipeline, reproducibility, and release-boundary documentation.
Saved result boundary
For each of 12 models and eight tasks, results/predictions/ retains exactly
three final files:
- parsed predictions (
<task>.json); - raw final responses (
<task>_raw.json); and - per-record parse methods (
<task>_parse_methods.json).
The release does not include token accounting, separate reasoning captures, provider endpoints, runtime gateway logs, or operational backup directories. The retained canonical files provide complete response coverage for the reviewer-facing metrics and analyses.
The FIB parsed predictions and raw final answers are expressed in the candidate
index space of the fixed submitted datasets. The restoration audit is recorded
in metadata/result_index_restoration.json; it changes indices only so that
the same selected chemical candidates align with the submitted source order.
Reviewed-data boundary
reviewed_data/tables/ contains the 884 final reviewed structured tables
needed to inspect the released extraction boundary. Pre-review candidates,
annotation status records, saved edit histories, and intermediate snapshots
are intentionally omitted. reviewed_data/manifest.json records the relative
path and SHA-256 digest of every retained table.
Source-material and security boundary
This snapshot does not redistribute publisher PDFs, publisher supporting
information files, source-page or source-table images, publisher-formatted
text, model weights, credentials, provider logs, or private service
endpoints. The PDF/PNG files under analysis/chemical_coverage/figures/, if
present, are reviewer diagnostic plots generated from the released structured
analysis outputs; they are not publisher source documents or page images.
The code snapshot also excludes the unreleased API-based OCSR model and its model-specific inference, raw-output parsing, graph-to-SMILES conversion, and superatom-expansion implementation. Generic downstream SMILES validation and repair utilities remain included.
Structured benchmark records retain normalized DOI/table provenance for auditability. Public availability of a source article does not by itself establish a general right to redistribute that article or its formatted contents.
Evaluation semantics
For FIB, Hit is the fraction of submitted predictions matching an observed
source-table row, Strict Accuracy is the fraction matching a best observed
row, and Score | Hit averages relative outcome quality over observed-row
Hits. A structurally valid but unobserved tuple is a non-Hit outside measured
support; it is not labeled chemically invalid.
results/table2_metrics.tsv is the frozen table of reported benchmark
metrics. The scripts in evaluation/ score prediction files against the
native submitted datasets in data/original_json/.
Rights notice
The metadata tag is license: other. No final general public redistribution
license has been assigned to the literature-derived benchmark records in this
review snapshot. Credential-free access for scientific peer review does not
grant a broader reuse license. See LICENSE.md and
docs/RELEASE_BOUNDARY.md.
Version history
See CHANGELOG.md. The machine-readable release version is in
VERSION.
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