Cyclopropylmethylation of benzylic and allylic chlorides with cyclopropylmethylstannane catalyzed by gallium or indium halide.
Kiyokawa, Kensuke; Yasuda, Makoto; Baba, Akio; Organic letters 12 (2010) 1520–1523; doi:10.1021/ol100240b

data_1502895
_publ_section_title
;
 Cyclopropylmethylation of benzylic and allylic chlorides with
 cyclopropylmethylstannane catalyzed by gallium or indium halide.
;
_journal_issue                   7
_journal_name_full               'Organic letters'
_journal_page_first              1520
_journal_page_last               1523
_journal_paper_doi               10.1021/ol100240b
_journal_volume                  12
_journal_year                    2010
_chemical_formula_moiety         'C36 H42 Cl4 Ga2 P2 '
_chemical_formula_sum            'C36 H42 Cl4 Ga2 P2'
_chemical_formula_weight         817.93
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 111.5070(13)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   9.3669(4)
_cell_length_b                   18.7512(7)
_cell_length_c                   11.2466(4)
_cell_measurement_reflns_used    11858
_cell_measurement_temperature    123.1
_cell_measurement_theta_max      30.4
_cell_measurement_theta_min      3.2
_cell_volume                     1837.82(12)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.076
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22228
_diffrn_reflns_theta_full        30.44
_diffrn_reflns_theta_max         30.44
_exptl_absorpt_coefficient_mu    1.868
_exptl_absorpt_correction_T_max  0.688
_exptl_absorpt_correction_T_min  0.327
_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    1.478
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             836.00
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.66
_refine_diff_density_min         -0.77
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3147
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0003Fo^2^ + 1.0000\s(Fo^2^)]/(4Fo^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0848
_reflns_number_gt                3120
_reflns_number_total             5559
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol100240b_si_002.cif
_cod_data_source_block           '_1268-2'
_cod_original_cell_volume        1837.83(13)
_cod_original_formula_sum        'C36 H42 Cl4 Ga2 P2 '
_cod_database_code               1502895