A Phosphonium Ylide as an Ionic Nucleophilic Catalyst for Primary Hydroxyl Group Selective Acylation of Diols
Toda, Yasunori; Sakamoto, Tomoyuki; Komiyama, Yutaka; Kikuchi, Ayaka; Suga, Hiroyuki; ACS Catalysis 7 (2017) 6150–; doi:10.1021/acscatal.7b02281

data_4514185
_publ_section_title
;
 A Phosphonium Ylide as an Ionic Nucleophilic Catalyst for Primary
 Hydroxyl Group Selective Acylation of Diols
;
_journal_issue                   9
_journal_name_full               'ACS Catalysis'
_journal_page_first              6150
_journal_paper_doi               10.1021/acscatal.7b02281
_journal_volume                  7
_journal_year                    2017
_chemical_formula_sum            'C25 H21 O P'
_chemical_formula_weight         368.39
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                68.572(2)
_cell_angle_beta                 85.149(2)
_cell_angle_gamma                69.897(2)
_cell_formula_units_Z            2
_cell_length_a                   9.8901(18)
_cell_length_b                   10.4204(19)
_cell_length_c                   12.056(2)
_cell_measurement_reflns_used    266
_cell_measurement_temperature    296.(2)
_cell_measurement_theta_max      26.4759
_cell_measurement_theta_min      3.4893
_cell_volume                     1084.9(3)
_computing_cell_refinement       'APEX2 v2013.10-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      296.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Bruker AXS SMART PEX2'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12548
_diffrn_reflns_theta_full        27.91
_diffrn_reflns_theta_max         27.91
_diffrn_reflns_theta_min         1.82
_exptl_absorpt_coefficient_mu    0.141
_exptl_absorpt_correction_T_max  0.935
_exptl_absorpt_correction_T_min  0.660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             412
_exptl_crystal_size_max          2.951
_exptl_crystal_size_mid          0.619
_exptl_crystal_size_min          0.476
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.283
_refine_ls_extinction_coef       0.008(3)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.369
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         4993
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.369
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0402
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0629P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1289
_refine_ls_wR_factor_ref         0.1330
_reflns_number_gt                4300
_reflns_number_total             4993
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs7b02281_si_001.cif
_cod_data_source_block           I
_cod_database_code               4514185
_platon_squeeze_void_probe_radius 1.20