Unprecedented palladium-catalyzed cross-coupling reaction of alpha-bromo sulfoxides with boronic acids.
Rodríguez, Nuria; Cuenca, Ana; Ramírez de Arellano, Carmen; Medio-Simón, Mercedes; Asensio, Gregorio; Organic letters 5 (2003) 1705–1708; doi:10.1021/ol034358m

data_1507297
_publ_section_title
;
 Unprecedented palladium-catalyzed cross-coupling reaction of alpha-bromo
 sulfoxides with boronic acids.
;
_journal_issue                   10
_journal_name_full               'Organic letters'
_journal_page_first              1705
_journal_page_last               1708
_journal_paper_doi               10.1021/ol034358m
_journal_volume                  5
_journal_year                    2003
_chemical_formula_sum            'C44 H37 Br Cl2 D2 O P2 Pd S'
_chemical_formula_weight         936.97
_chemical_name_common            NR86
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
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_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
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_cell_angle_beta                 101.23(3)
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_cell_length_a                   12.171(2)
_cell_length_b                   12.483(3)
_cell_length_c                   15.933(3)
_cell_measurement_reflns_used    120427
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.508
_cell_measurement_theta_min      2.037
_cell_volume                     2046.9(10)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_av_sigmaI/netI    0.1018
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
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_diffrn_reflns_limit_l_min       -19
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_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.41
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_exptl_absorpt_correction_T_max  0.732
_exptl_absorpt_correction_T_min  0.577
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_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             944
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_exptl_crystal_size_min          0.20
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_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
_refine_ls_number_parameters     508
_refine_ls_number_reflns         8357
_refine_ls_number_restraints     164
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0996
_refine_ls_R_factor_gt           0.0490
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0458P)^2^+0.3768P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0933
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_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol034358msi20030228_054035.cif
_cod_data_source_block           nrg01
_cod_original_cell_volume        2046.9(7)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1507297