One-Pot Synthesis of Hypervalent Iodine Reagents for Electrophilic Trifluoromethylation
Václav Matoušek; Ewa Pietrasiak; Rino Schwenk; Antonio Togni; Journal of Organic Chemistry 78 (2013) 6763–6768; doi:10.1021/jo400774u

data_4028397
_publ_section_title
;
 One-Pot Synthesis of Hypervalent Iodine Reagents for Electrophilic
 Trifluoromethylation
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6763
_journal_page_last               6768
_journal_paper_doi               10.1021/jo400774u
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C9 H10 F I O'
_chemical_formula_sum            'C9 H10 F I O'
_chemical_formula_weight         280.07
_chemical_name_systematic
; 
1-Fluoro-3,3-dimethyl-1,3-dihydro-1\l^3^-benzo[<i>d</i>][1,2]iodoxole 
;
_chemical_properties_physical    air-sensitive
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                83.2610(10)
_cell_angle_beta                 79.5460(10)
_cell_angle_gamma                78.3930(10)
_cell_formula_units_Z            4
_cell_length_a                   7.9645(5)
_cell_length_b                   10.1854(7)
_cell_length_c                   11.7036(8)
_cell_measurement_reflns_used    5076
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.21
_cell_measurement_theta_min      2.60
_cell_volume                     911.34(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_sigmaI/netI    0.0309
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12395
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    3.478
_exptl_absorpt_correction_T_max  0.6473
_exptl_absorpt_correction_T_min  0.4024
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS-2004/1
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.041
_exptl_crystal_description       plate
_exptl_crystal_F_000             536
_exptl_crystal_recrystallization_method 'cooling of a pentane/DCM solution'
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.300
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         4516
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0226
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0205P)^2^+0.2556P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0445
_refine_ls_wR_factor_ref         0.0474
_reflns_number_gt                3696
_reflns_number_total             4516
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo400774u_si_002.cif
_cod_data_source_block           vm05-70
_cod_database_code               4028397