Stereospecific Substitution of Allylic Alcohols To Give Optically Active Primary Allylic Amines: Unique Reactivity of a (P,alkene)Ir Complex Modulated by Iodide
Markus Roggen; Erick M. Carreira; Journal of the American Chemical Society 132 (2010) 11917–11919; doi:10.1021/ja105271z

data_4102975
_publ_contact_author_address
;

;
_publ_contact_author_email       schweizer@org.chem.ethz.ch
_publ_contact_author_name        'B. Schweizer'
_publ_section_title
;
 Stereospecific Substitution of Allylic Alcohols To Give Optically Active
 Primary Allylic Amines: Unique Reactivity of a (P,alkene)Ir Complex
 Modulated by Iodide
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11917
_journal_page_last               11919
_journal_paper_doi               10.1021/ja105271z
_journal_volume                  132
_journal_year                    2010
_chemical_compound_source        'LOC ETH Zurich'
_chemical_formula_moiety         'C52 H36 I Ir N2 O4 P2 , 2( C D Cl3 ) '
_chemical_formula_sum            'C54 H38 Cl6 I Ir N2 O4 P2'
_chemical_formula_weight         1372.678
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           maXus
_cell_angle_alpha                90.00
_cell_angle_beta                 110.8916(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   23.0412(5)
_cell_length_b                   13.5764(3)
_cell_length_c                   17.4038(4)
_cell_measurement_reflns_used    33673
_cell_measurement_temperature    223
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      2.425
_cell_volume                     5086.3(2)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'SIR97(Altomare et al., J. Appl. Cryst.,1999)'
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      0.03539
_diffrn_orient_matrix_UB_12      0.02979
_diffrn_orient_matrix_UB_13      0.00429
_diffrn_orient_matrix_UB_21      -0.03612
_diffrn_orient_matrix_UB_22      0.03519
_diffrn_orient_matrix_UB_23      0.05369
_diffrn_orient_matrix_UB_31      0.04103
_diffrn_orient_matrix_UB_32      -0.02044
_diffrn_orient_matrix_UB_33      0.04101
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_av_R_equivalents  0.052
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            19996
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    3.660
_exptl_absorpt_correction_T_max  0.554
_exptl_absorpt_correction_T_min  0.336
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
Gaussian integration (Coppens, 1970)
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.793
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Cube
_exptl_crystal_F_000             2680.0
_exptl_crystal_size_max          .3
_exptl_crystal_size_mid          .24
_exptl_crystal_size_min          .18
_refine_diff_density_max         2.641
_refine_diff_density_min         -3.081
_refine_diff_density_rms         0.170
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         7073
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.158
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0482
_refine_ls_shift/su_max          0.035
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+ (0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1445
_refine_ls_wR_factor_ref         0.1545
_reflns_number_gt                6102
_reflns_number_total             7073
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja105271z_si_001.cif
_cod_data_source_block           global
_cod_original_sg_symbol_H-M      'C 2/c '
_cod_original_formula_sum        'C54 H38 Cl6 I Ir N2 O4 P2 '
_cod_database_code               4102975