Synthesis of 1,4-Dichloro-1,3-butadienes by Rhodium Complex Catalyzed Reaction of Terminal Alkynes with Trichloroacetyl Chloride
Taigo Kashiwabara; Kouichirou Fuse; Takeshi Muramatsu; Masato Tanaka; Journal of Organic Chemistry 74 (2009) 9433–9439; doi:10.1021/jo902088p

data_4025110
_publ_contact_author_address
'4259-R1-13 Nagatsuta, Midori-ku, Yokohama 226-8503 JAPAN'
_publ_contact_author_email       m.tanaka@res.titech.ac.jp
_publ_contact_author_fax         +81-45-924-5279
_publ_contact_author_name        'Masato TANAKA'
_publ_contact_author_phone       +81-45-924-5245
_publ_section_title
;
Synthesis of 1,4-Dichloro-1,3-butadienes by Rhodium Complex Catalyzed
Reaction of Terminal Alkynes with Trichloroacetyl Chloride
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9433
_journal_page_last               9439
_journal_paper_doi               10.1021/jo902088p
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C9 H8 Cl '
_chemical_formula_sum            'C9 H8 Cl'
_chemical_formula_weight         151.62
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2008-10-01
_audit_creation_method           'by CrystalStructure 3.7.0'
_cell_angle_alpha                71.037(17)
_cell_angle_beta                 82.51(2)
_cell_angle_gamma                82.59(2)
_cell_formula_units_Z            2
_cell_length_a                   5.684(4)
_cell_length_b                   8.214(5)
_cell_length_c                   8.368(5)
_cell_measurement_reflns_used    1101
_cell_measurement_temperature    113.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     364.8(4)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      113
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 5.875
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.023
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2476
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_exptl_absorpt_coefficient_mu    0.431
_exptl_absorpt_correction_T_max  0.917
_exptl_absorpt_correction_T_min  0.804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             158.00
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.19
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     99
_refine_ls_number_reflns         1246
_refine_ls_R_factor_gt           0.0321
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[0.0011Fo^2^ + 1.0000\s(Fo^2^)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0455
_reflns_number_gt                1246
_reflns_number_total             1464
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo902088p_si_001_1.cif
_cod_data_source_block           '__3f'
_cod_original_formula_sum        'C9 H8 Cl '
_cod_database_code               4025110