Room-Temperature Coupling/Decarboxylation Reaction of α-Oxocarboxylates with α-Bromoketones: Solvent-Controlled Regioselectivity for 1,2- and 1,3-Diketones.
He, Zhen; Qi, Xiaotian; She, Zhijie; Zhao, Yinsong; Li, Shiqing; Tang, Junbin; Gao, Ge; Lan, Yu; You, Jingsong; The Journal of organic chemistry 82 (2017) 1403–1411; doi:10.1021/acs.joc.6b02575

data_4032142
_publ_section_title
;
 Room-Temperature Coupling/Decarboxylation Reaction of \a-Oxocarboxylates
 with \a-Bromoketones: Solvent-Controlled Regioselectivity for 1,2- and
 1,3-Diketones.
;
_journal_issue                   3
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1403
_journal_page_last               1411
_journal_paper_doi               10.1021/acs.joc.6b02575
_journal_volume                  82
_journal_year                    2017
_chemical_formula_moiety         'C17 H14 O4'
_chemical_formula_sum            'C17 H14 O4'
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CrysAlisPro, Agilent Technologies,
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CrysAlisPro, Agilent Technologies,
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
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Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
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  1 omega   20.00  104.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
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  2 omega  -31.00   53.00   1.0000    1.3200
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  3 omega   20.00  104.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
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  4 omega    1.00   75.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
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  5 omega   23.00   90.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
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  6 omega  -31.00   53.00   1.0000    1.3200
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  7 omega   18.00  106.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
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  8 omega  -31.00   63.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
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  9 omega   38.00   91.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 53

 10 omega   39.00  109.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
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 11 omega   38.00   91.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 53

 12 omega   40.00   98.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 58

 13 omega   90.00  175.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -30.0000 85

 14 omega   38.00   91.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   60.0000 53

 15 omega   38.00   91.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  150.0000 53

 16 omega   39.00  109.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  150.0000 70

 17 omega   37.00  146.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
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 18 omega  100.00  178.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000    0.0000 78

 19 omega   39.00  109.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -150.0000 70

 20 omega   38.00   91.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 53

 21 omega   40.00   98.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   30.0000 58

 22 omega   39.00  109.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -30.0000 70

 23 omega   38.00   91.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 53

 24 omega   39.00  109.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -60.0000 70

 25 omega   90.00  175.00   1.0000    5.2700
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000 -120.0000 85

 26 omega   20.00  104.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000 -150.0000 84

 27 omega   20.00  104.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000   90.0000 84

 28 omega  -33.00   55.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -38.0000  -90.0000 88

 29 omega   10.00  104.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -       36.4171   77.0000   30.0000 94

 30 omega   10.00  104.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -       36.4171   77.0000 -120.0000 94

 31 omega   10.00   85.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -       36.4171   77.0000  150.0000 75

 32 omega   10.00  104.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -       36.4171   77.0000  120.0000 94
;
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CrysAlisPro, Agilent Technologies,
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Empirical absorption correction using spherical harmonics,
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'w=1/[\s^2^(Fo^2^)+(0.0950P)^2^+0.0880P] where P=(Fo^2^+2Fc^2^)/3'
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;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
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