Substitution of benzylic hydroxyl groups with vinyl moieties using vinylboron dihalides.
Kabalka, George W.; Yao, Min-Liang; Borella, Scott; Wu, Zhong-Zhi; Organic letters 7 (2005) 2865–2867; doi:10.1021/ol050778v

data_1506585
_publ_section_title
;
 Substitution of benzylic hydroxyl groups with vinyl moieties using
 vinylboron dihalides.
;
_journal_issue                   14
_journal_name_full               'Organic letters'
_journal_page_first              2865
_journal_page_last               2867
_journal_paper_doi               10.1021/ol050778v
_journal_volume                  7
_journal_year                    2005
_chemical_formula_sum            'C22 H19 Cl'
_chemical_formula_weight         318.82
_space_group_IT_number           4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.397(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.871(4)
_cell_length_b                   10.243(4)
_cell_length_c                   16.997(7)
_cell_measurement_temperature    173(2)
_cell_volume                     1718.5(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_av_sigmaI/netI    0.0892
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16168
_diffrn_reflns_theta_full        26.31
_diffrn_reflns_theta_max         26.31
_diffrn_reflns_theta_min         1.20
_exptl_absorpt_coefficient_mu    0.219
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.05(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         6864
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0501
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0584P)^2^+0.0511P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1313
_reflns_number_gt                5864
_reflns_number_total             6864
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol050778vrom20050411_125430.cif
_cod_data_source_block           oct6s
_cod_original_cell_volume        1718.5(13)
_cod_database_code               1506585