Development of a General Palladium-Catalyzed Carbonylative Heck Reaction of Aryl Halides
Xiao-Feng Wu; Helfried Neumann; Anke Spannenberg; Thomas Schulz; Haijun Jiao; Matthias Beller; Journal of the American Chemical Society 132 (2010) 14596–14602; doi:10.1021/ja1059922

data_4103275
_publ_section_title
;
 Development of a General Palladium-Catalyzed Carbonylative Heck Reaction
 of Aryl Halides
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14596
_journal_page_last               14602
_journal_paper_doi               10.1021/ja1059922
_journal_volume                  132
_journal_year                    2010
_chemical_formula_sum            'C46.2 H65.3 I1.1 N2 O1.9 P Pd'
_chemical_formula_weight         956.06
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 102.3919(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.7752(2)
_cell_length_b                   14.9793(3)
_cell_length_c                   23.3956(4)
_cell_measurement_reflns_used    11114
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      29.32
_cell_measurement_theta_min      1.80
_cell_volume                     4372.76(14)
_computing_cell_refinement       X-AREA
_computing_data_collection       'X-AREA (Stoe & Cie, 2005)'
_computing_data_reduction        X-AREA
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       \w
_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  0.0463
_diffrn_reflns_av_sigmaI/netI    0.0481
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            69762
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    1.276
_exptl_absorpt_correction_T_max  0.8519
_exptl_absorpt_correction_T_min  0.6642
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'X-SHAPE and X-RED32 (Stoe & Cie, 2005)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1964
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.552
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.813
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     491
_refine_ls_number_reflns         10055
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.813
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0255
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0250P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0474
_refine_ls_wR_factor_ref         0.0501
_reflns_number_gt                7119
_reflns_number_total             10055
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja1059922_si_003.cif
_cod_data_source_block           ks1115
_cod_original_cell_volume        4372.76(13)
_cod_original_formula_sum        'C46.20 H65.30 I1.10 N2 O1.90 P Pd'
_cod_database_code               4103275