Elimination-Addition Mechanism for Nucleophilic Substitution Reaction of Cyclohexenyl Iodonium Salts and Regioselectivity of Nucleophilic Addition to the Cyclohexyne Intermediate
Morifumi Fujita; Wan Hyeok Kim; Yuichi Sakanishi; Koji Fujiwara; Sayaka Hirayama; Tadashi Okuyama; Yasuhiro Ohki; Kazuyuki Tatsumi; Yasunori Yoshioka; Journal of the American Chemical Society 126 (2004) 7548–7558; doi:10.1021/ja0496672

data_4112692
_publ_contact_author_address
;
    Graduate School of Science, Himeji Institute of Technology, Kohto, 
    Kamigori, Hyogo 678-1297, Japan
;
_publ_contact_author_email       ' okuyama@jura.sci.himeji-tech.ac.jp'
_publ_contact_author_fax         ' +81-791-58-0115'
_publ_contact_author_name        ' Tadashi Okuyama, Morifumi Fujita'
_publ_contact_author_phone       ' +81- 791-58-0169 '
_publ_section_title
;
 Elimination-Addition Mechanism for Nucleophilic Substitution Reaction of
 Cyclohexenyl Iodonium Salts and Regioselectivity of Nucleophilic Addition
 to the Cyclohexyne Intermediate
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7548
_journal_page_last               7558
_journal_paper_doi               10.1021/ja0496672
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C60 H54 B Cl F4 P3 Pt'
_chemical_formula_weight         1185.35
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_audit_creation_date             'Mon Nov 24 14:19:38 2003'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 94.190(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   43.157(10)
_cell_length_b                   12.009(3)
_cell_length_c                   20.925(4)
_cell_measurement_reflns_used    16061
_cell_measurement_temperature    173.2
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     10816(4)
_computing_cell_refinement       CRYSTALCLEAR
_computing_data_collection       CRYSTALCLEAR
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 14.62
_diffrn_measured_fraction_theta_full 0.9932
_diffrn_measured_fraction_theta_max 0.9932
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_limit_h_max       54
_diffrn_reflns_limit_h_min       -56
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            12924
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_exptl_absorpt_coefficient_mu    2.774
_exptl_absorpt_correction_T_max  0.870
_exptl_absorpt_correction_T_min  0.607
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Jacobson, 1998)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_description       Platelet
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_refine_diff_density_max         1.88
_refine_diff_density_min         -1.47
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.716
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     667
_refine_ls_number_reflns         12315
_refine_ls_R_factor_gt           0.0413
_refine_ls_shift/su_max          0.0016
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0627
_reflns_number_gt                11114
_reflns_number_total             12367
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja0496672si20040119_015219.cif
_cod_data_source_block           '[Pt(PPh3)3(C6H9)](BF4)'
_cod_original_cell_volume        10815(4)
_cod_original_formula_sum        'C60 H54 B Cl F4 P3 Pt '
_cod_database_code               4112692