Asymmetric Synthesis of (Triaryl)methylamines by Rhodium-Catalyzed Addition of Arylboroxines to Cyclic N-Sulfonyl Ketimines
Takahiro Nishimura; Akira Noishiki; Gavin Chit Tsui; Tamio Hayashi; Journal of the American Chemical Society 134 (2012) 5056–5059; doi:10.1021/ja300697c

data_4117728
_publ_section_title
;
 Asymmetric Synthesis of (Triaryl)methylamines by Rhodium-Catalyzed
 Addition of Arylboroxines to Cyclic N-Sulfonyl Ketimines
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5056
_journal_page_last               5059
_journal_paper_doi               10.1021/ja300697c
_journal_volume                  134
_journal_year                    2012
_chemical_formula_moiety         'C19 H14 F N O2 S '
_chemical_formula_sum            'C19 H14 F N O2 S'
_chemical_formula_weight         339.38
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      1
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_cell_angle_alpha                91.4581(15)
_cell_angle_beta                 102.3722(15)
_cell_angle_gamma                112.5719(14)
_cell_formula_units_Z            4
_cell_length_a                   9.8884(2)
_cell_length_b                   12.4534(3)
_cell_length_c                   14.2131(3)
_cell_measurement_reflns_used    15335
_cell_measurement_temperature    93.1
_cell_measurement_theta_max      68.2
_cell_measurement_theta_min      3.2
_cell_volume                     1567.36(6)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  SHELXL
_computing_structure_solution    SIR2004
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.045
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16504
_diffrn_reflns_theta_full        68.23
_diffrn_reflns_theta_max         68.23
_exptl_absorpt_coefficient_mu    2.033
_exptl_absorpt_correction_T_max  0.737
_exptl_absorpt_correction_T_min  0.555
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_description       prism
_exptl_crystal_F_000             704.00
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.34
_refine_diff_density_min         -0.57
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  3594 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     882
_refine_ls_number_reflns         9123
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0553P)^2^+0.9928P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1447
_reflns_number_gt                7787
_reflns_number_total             9123
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja300697c_si_002.cif
_cod_data_source_block           '_3au'
_cod_original_cell_volume        1567.37(6)
_cod_original_formula_sum        'C19 H14 F N O2 S '
_cod_database_code               4117728