Pd(II)-Catalyzed Olefination of Electron-Deficient Arenes Using 2,6-Dialkylpyridine Ligands
Yang-Hui Zhang; Bing-Feng Shi; Jin-Quan Yu; Journal of the American Chemical Society 131 (2009) 5072–5074; doi:10.1021/ja900327e

data_4104175
_publ_section_title
;
 Pd(II)-Catalyzed Olefination of Electron-Deficient Arenes Using
 2,6-Dialkylpyridine Ligands
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5072
_journal_page_last               5074
_journal_paper_doi               10.1021/ja900327e
_journal_volume                  131
_journal_year                    2009
_chemical_formula_sum            'C46 H80 N2 O4 Pd'
_chemical_formula_weight         831.52
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_creation_method           SHELXL-97
_cell_angle_alpha                98.689(2)
_cell_angle_beta                 101.268(2)
_cell_angle_gamma                101.819(2)
_cell_formula_units_Z            1
_cell_length_a                   9.2776(2)
_cell_length_b                   10.3304(3)
_cell_length_c                   12.6608(3)
_cell_measurement_reflns_used    7093
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.69
_cell_measurement_theta_min      4.46
_cell_volume                     1141.50(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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      100(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.873
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0458
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9273
_diffrn_reflns_theta_full        55.00
_diffrn_reflns_theta_max         67.11
_diffrn_reflns_theta_min         4.46
_exptl_absorpt_coefficient_mu    3.587
_exptl_absorpt_correction_T_max  0.556
_exptl_absorpt_correction_T_min  0.345
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blade
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.714
_refine_diff_density_min         -0.705
_refine_diff_density_rms         0.120
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3546
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.153
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0627
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1003P)^2^+2.0026P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1620
_refine_ls_wR_factor_ref         0.1642
_reflns_number_gt                3454
_reflns_number_total             3546
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja900327e_si_001.cif
_cod_data_source_block           yu11
_cod_original_cell_volume        1141.49(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4104175