Catalytic Dehydrogenative Dual Functionalization of Ethers: Dealkylation–Oxidation–Bromination Accompanied by C–O Bond Cleavage via Aerobic Oxidation of Bromide
Moriyama, Katsuhiko; Hamada, Tsukasa; Nakamura, Yu; togo, hideo; Chem. Commun.  (2017) –; doi:10.1039/C7CC02166F

data_7120062
_publ_section_title
;
 Catalytic Dehydrogenative Dual Functionalization of Ethers:
 Dealkylation--Oxidation--Bromination Accompanied by C--O Bond Cleavage
 via Aerobic Oxidation of Bromide
;
_journal_name_full               'Chem. Commun.'
_journal_paper_doi               10.1039/C7CC02166F
_journal_year                    2017
_chemical_formula_sum            'C10 H10 Br2 O2'
_chemical_formula_weight         322.00
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2017-02-07 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.2864(16)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.362(2)
_cell_length_b                   6.3138(7)
_cell_length_c                   16.3787(18)
_cell_measurement_reflns_used    2478
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.2970
_cell_measurement_theta_min      2.4977
_cell_volume                     2096.7(4)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'XSHEL (Bruker AXS,2002)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'Phi and Omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0562
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11379
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         27.462
_diffrn_reflns_theta_min         1.00
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    7.702
_exptl_absorpt_correction_T_max  0.51
_exptl_absorpt_correction_T_min  0.36
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Sheldrick 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.040
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.491
_refine_diff_density_min         -0.554
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         4737
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0357
_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^)+(0.0120P)^2^+2.4177P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0572
_refine_ls_wR_factor_ref         0.0635
_reflns_number_gt                3424
_reflns_number_total             4737
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc02166f2.cif
_cod_data_source_block           I
_cod_database_code               7120062
_shelx_res_checksum              98679
_shelx_hkl_checksum              38271