Unexpected Formation of Hexasubstituted Arenes through a 2-fold Palladium-Mediated Ligand Arylation.
Wagen, Corin C.; Ingoglia, Bryan T.; Buchwald, Stephen L.; The Journal of organic chemistry 84 (2019) 12672–12679; doi:10.1021/acs.joc.9b02091

data_4033962
_publ_section_title
;
 Unexpected Formation of Hexasubstituted Arenes through a 2-fold
 Palladium-Mediated Ligand Arylation.
;
_journal_issue                   19
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              12672
_journal_page_last               12679
_journal_paper_doi               10.1021/acs.joc.9b02091
_journal_volume                  84
_journal_year                    2019
_chemical_formula_sum            'C56 H71 O3 P'
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_space_group_crystal_system      monoclinic
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_space_group_name_Hall           '-P 2yn'
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_atom_sites_solution_primary     direct
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_cell_angle_beta                 100.726(2)
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_cell_length_a                   12.5922(9)
_cell_length_b                   28.656(2)
_cell_length_c                   13.3383(10)
_cell_measurement_reflns_used    9122
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.43
_cell_measurement_theta_min      2.47
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_computing_data_collection       'APEX3 v2017.3.0 (Bruker-AXS, 2017)'
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_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Smart APEX2 CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_Laue_measured_fraction_full 0.999
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_diffrn_reflns_limit_k_max       42
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_diffrn_reflns_limit_l_max       19
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_diffrn_reflns_point_group_measured_fraction_full 0.999
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_diffrn_source
'I\mS micro-focus sealed tube, multilayer optics'
_exptl_absorpt_coefficient_mu    0.101
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_exptl_absorpt_correction_T_min  0.7268
_exptl_absorpt_correction_type   multi-scan
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_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
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_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         16449
_refine_ls_number_restraints     1641
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0561
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0470P)^2^+2.1002P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_Friedel_coverage         0.000
_reflns_number_gt                13472
_reflns_number_total             16449
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b02091_si_001.cif
_cod_data_source_block           X18049_sq
_cod_original_cell_volume        4729.0(6)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4033962
_shelx_shelxl_version_number     2017/2
_shelx_estimated_absorpt_t_min   0.979
_shelx_estimated_absorpt_t_max   0.988
_shelx_res_checksum              4838
_shelx_hkl_checksum              25745
_shelx_fab_checksum              15786