Efficient Synthetic route to Aromatic Secondary Amines via Pd/RuPhos/TBAB Catalyzed Cross Coupling
GAUR, PINKI; Bhaskar Yamjala, Kanka Durga; Banerjee, Shaibal; New J. Chem. 41 (2017) 6523–6529; doi:10.1039/C7NJ01095H

data_7056284
_publ_section_title
;
 Efficient Synthetic route to Aromatic Secondary Amines via Pd/RuPhos/TBAB
 Catalyzed Cross Coupling
;
_journal_issue                   14
_journal_name_full               'New J. Chem.'
_journal_page_first              6523
_journal_page_last               6529
_journal_paper_doi               10.1039/C7NJ01095H
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety         'C13 H7 F3 N4 O6'
_chemical_formula_sum            'C13 H7 F3 N4 O6'
_chemical_formula_weight         372.22
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_primary     direct
_audit_creation_date             2017-01-25
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled Nov  7 2012 10:34:12, GUI svn.r4372)
;
_audit_update_record
;
2017-02-06 deposited with the CCDC.
2017-06-05 downloaded from the CCDC.
;
_cell_angle_alpha                76.477(3)
_cell_angle_beta                 82.582(3)
_cell_angle_gamma                70.713(3)
_cell_formula_units_Z            2
_cell_length_a                   8.0718(6)
_cell_length_b                   8.2115(7)
_cell_length_c                   11.4425(9)
_cell_measurement_reflns_used    6862
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.60
_cell_measurement_theta_min      2.68
_cell_volume                     694.90(10)
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
olex2.refine (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.9863
_diffrn_measured_fraction_theta_max 0.9866
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            21047
_diffrn_reflns_theta_full        28.6973
_diffrn_reflns_theta_max         28.70
_diffrn_reflns_theta_min         2.68
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
? was used for absorption correction.
wR2(int) was 0.1325 before and 0.0628 after correction.
The Ratio of minimum to maximum transmission is 0.9035.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_density_diffrn    1.7788
_exptl_crystal_description       block
_exptl_crystal_F_000             376.3130
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.5047
_refine_diff_density_min         -0.5785
_refine_diff_density_rms         0.1318
_refine_ls_d_res_high            0.7401
_refine_ls_d_res_low             7.6066
_refine_ls_goodness_of_fit_ref   0.9722
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_constraints    7
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3529
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.9722
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0447
_refine_ls_shift/su_max          0.0004
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1423
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              11
_reflns_limit_k_min              -10
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                2603
_reflns_number_total             3529
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c7nj01095h2.cif
_cod_data_source_block           t1_a
_cod_original_cell_volume        694.9(1)
_cod_database_code               7056284
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  H00O of C00O, H00N of C00N, H00M of C00M, H00L of C00L, H00I of C00I, H00A
  of N00A, H00E of C00E
;