Nickel-Catalyzed Direct Alkylation of Thiophenes via Double C(sp3)-H/C(sp2)-H Bond Cleavage: The Importance of KH2PO4
Wang, Xie; Xie, peipei; Qiu, Renhua; Zhu, Longzhi; Liu, Ting; Li, You; Iwasaki, Takanori; Au, Chak-tong; Xu, Xinhua; Xia, Yuanzhi; Yin, Shuang-Feng; Kambe, Nobuaki; Chem. Commun.  (2017) –; doi:10.1039/C7CC04252C

data_7120372
_publ_section_title
;
 Nickel-Catalyzed Direct Alkylation of Thiophenes via Double
 C(sp3)-H/C(sp2)-H Bond Cleavage: The Importance of KH2PO4
;
_journal_name_full               'Chem. Commun.'
_journal_paper_doi               10.1039/C7CC04252C
_journal_year                    2017
_chemical_formula_moiety         'C28 H21 Br N2 O S'
_chemical_formula_sum            'C28 H21 Br N2 O S'
_chemical_formula_weight         513.45
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/ccdc.csd.cc1nbt82
_audit_update_record
;
2017-01-26 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;
_cell_angle_alpha                113.343(3)
_cell_angle_beta                 98.556(4)
_cell_angle_gamma                90.398(4)
_cell_formula_units_Z            4
_cell_length_a                   8.1995(4)
_cell_length_b                   15.8435(9)
_cell_length_c                   19.7549(11)
_cell_measurement_temperature    296
_cell_volume                     2323.9(2)
_computing_cell_refinement       Unknown
_computing_data_collection       Unknown
_computing_data_reduction        Unknown
_computing_molecular_graphics    'CrystalStructure 4.2.1'
_computing_publication_material  'CrystalStructure 4.2.1 (Rigaku, 2016)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'Superflip (Palatinus, et al., 2007)'
_diffrn_ambient_temperature      296
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_Laue_measured_fraction_full 0.000
_diffrn_reflns_Laue_measured_fraction_max 0.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            31012
_diffrn_reflns_point_group_measured_fraction_full 0.000
_diffrn_reflns_point_group_measured_fraction_max 0.000
_diffrn_reflns_theta_full        89.710
_diffrn_reflns_theta_max         89.710
_diffrn_reflns_theta_min         2.470
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.435
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            NONE
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       NONE
_exptl_crystal_F_000             1048.00
_refine_diff_density_max         1.07
_refine_diff_density_min         -0.91
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     603
_refine_ls_number_reflns         10466
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1132
_refine_ls_R_factor_gt           0.0491
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0734P)^2^+0.0301P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1193
_refine_ls_wR_factor_ref         0.1494
_reflns_number_gt                5858
_reflns_number_total             10541
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            c7cc04252c2.cif
_cod_data_source_block           test_22_0m
_cod_database_code               7120372