Unanticipated Formation of ortho Sulfone Substituted Phenols by Anionic Thia-Fries Rearrangement of Aryl Triflate Tricarbonylchromium Complexes
Zhao, Z.; J.Messinger; U.Schon; R.Wartchow; H.Butenschon; Chemical Communications  (2006) –; doi:10.1039/b606092g

data_7101289
_publ_section_title
;
Unanticipated Formation of ortho Sulfone Substituted Phenols by
Anionic Thia-Fries Rearrangement of Aryl Triflate
Tricarbonylchromium Complexes
;
_journal_issue                   28
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/b606092g
_journal_year                    2006
_chemical_compound_source        'synthetic '
_chemical_formula_moiety         'C10 H5 Cr1 F3 O6 S1, C4 H8 O1'
_chemical_formula_sum            'C14 H13 Cr F3 O7 S'
_chemical_formula_weight         434.30
_chemical_name_common
;Tricarbonyl(2-trifluoromethylsulfonylphenol)chromium(0)
tetrahydrofurane solvate
;
_chemical_name_systematic
;
Tricarbonyl(2-trifluoromethylsulfonylphenol)chromium(0)
tetrahydrofurane solvate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 101.43(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.519(3)
_cell_length_b                   17.392(7)
_cell_length_c                   16.169(8)
_cell_measurement_reflns_used    4414
_cell_measurement_temperature    307(2)
_cell_measurement_theta_max      19.8
_cell_measurement_theta_min      2.35
_cell_volume                     1796.9(14)
_computing_cell_refinement       'Stoe IPDS software'
_computing_data_collection       'Stoe IPDS software'
_computing_data_reduction        'Stoe IPDS software and SHELXL-97'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_publication_material
;
The first CIF was issued by SHELXL-97.
The edited CIF is finally treated with the program CIF2SX
written by L. Farrugia, Univ. of Glasgow (1997)
and a refinement cycle is repeated to assure that
essential parameters were not changed.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      307(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Stoe IPDS area detector diffractometer'
_diffrn_measurement_method       '240 exposures, \D \f 1.5 \%'
_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  0.2789
_diffrn_reflns_av_sigmaI/netI    0.2750
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            24868
_diffrn_reflns_theta_full        26.29
_diffrn_reflns_theta_max         26.29
_diffrn_reflns_theta_min         2.34
_diffrn_standards_decay_%        46
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.815
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  1.0
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular shape'
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         3537
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.2711
_refine_ls_R_factor_gt           0.1099
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0100P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1725
_refine_ls_wR_factor_ref         0.1915
_reflns_number_gt                883
_reflns_number_total             3537
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b606092g.txt
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7101289