Iron-Catalyzed Aromatic Amination for Nonsymmetrical Triarylamine Synthesis
Takuji Hatakeyama; Ryuji Imayoshi; Yuya Yoshimoto; Sujit K. Ghorai; Masayoshi Jin; Hikaru Takaya; Kazuhiro Norisuye; Yoshiki Sohrin; Masaharu Nakamura; Journal of the American Chemical Society 134 (2012) 20262–20265; doi:10.1021/ja309845k

data_4119025
_publ_contact_author_address
;
    Institute for Chemical Research, Kyoto University, Gokasho, Uji, 
    Kyoto 611-0011, Japan. 
;
_publ_contact_author_email       ' masaharu@scl.kyoto-u.ac.jp'
_publ_contact_author_fax         ' +81-774-38-3186 '
_publ_contact_author_name        'Masaharu Nakamura'
_publ_contact_author_phone       ' +81-774-38-3180 '
_publ_section_title
;
 Iron-Catalyzed Aromatic Amination for Nonsymmetrical Triarylamine
 Synthesis
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              20262
_journal_page_last               20265
_journal_paper_doi               10.1021/ja309845k
_journal_volume                  134
_journal_year                    2012
_chemical_formula_moiety         'C36 H56 Fe2 N4 Si4'
_chemical_formula_sum            'C36 H56 Fe2 N4 Si4'
_chemical_formula_weight         768.915
_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                87.708(8)
_cell_angle_beta                 80.253(6)
_cell_angle_gamma                70.918(7)
_cell_formula_units_Z            1
_cell_length_a                   9.2783(16)
_cell_length_b                   10.750(2)
_cell_length_c                   11.287(2)
_cell_measurement_reflns_used    3050
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      3.21
_cell_volume                     1048.4(3)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'Yadokari-XG 2010'
_computing_publication_material  'Yadokari-XG 2010'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku Saturn70'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_sigmaI/netI    0.0319
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11035
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         3.21
_diffrn_standards_interval_count ,
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.834
_exptl_absorpt_correction_T_max  0.8509
_exptl_absorpt_correction_T_min  0.8509
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'Numabs(Rigaku CrystalClear)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.675
_refine_diff_density_min         -0.618
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         3885
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0355
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0441P)^2^+0.3810P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0844
_refine_ls_wR_factor_ref         0.0881
_reflns_number_gt                3331
_reflns_number_total             3885
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja309845k_si_002.cif
_cod_data_source_block           Fe2(NPhTMS)4
_cod_database_code               4119025