The Dual Role of Ruthenium and Alkali Base Catalysts in Enabling a Conceptually New Shortcut toN-Unsubstituted Pyrroles through Unmasked α-Amino Aldehydes
Iida, Kazuki; Miura, Takashi; Ando, Junki; Saito, Susumu; Organic Letters 15 (2013) 1436–; doi:10.1021/ol4001262

data_1511853
_publ_section_title
;
 The Dual Role of Ruthenium and Alkali Base Catalysts in Enabling a
 Conceptually New Shortcut toN-Unsubstituted Pyrroles through Unmasked
 \a-Amino Aldehydes
;
_journal_issue                   7
_journal_name_full               'Organic Letters'
_journal_page_first              1436
_journal_paper_doi               10.1021/ol4001262
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C36 H56 Cl2 N2 P2 Ru'
_chemical_formula_sum            'C36 H56 Cl2 N2 P2 Ru'
_chemical_formula_weight         750.74
_chemical_name_common            RUPCY
_chemical_name_systematic
; 
 dichlorobis(dicyclohexylphosphinomethylpyridine)-ruthenium(II)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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                86.38(19)
_cell_angle_beta                 79.81(18)
_cell_angle_gamma                72.19(16)
_cell_formula_units_Z            2
_cell_length_a                   11.3882(14)
_cell_length_b                   12.763(9)
_cell_length_c                   13.21680(10)
_cell_measurement_reflns_used    114
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      31.5050
_cell_measurement_theta_min      2.6589
_cell_volume                     1800(2)
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_collection       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_molecular_graphics    'ORTEP 3 for windows'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type
; 
Saturn70 CCD (4x4 bin mode) with MicroMax-007
;
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0869
_diffrn_reflns_av_sigmaI/netI    0.1358
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12551
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.66
_exptl_absorpt_coefficient_mu    0.700
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.1136
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.804
_refine_diff_density_min         -1.646
_refine_diff_density_rms         0.161
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     553
_refine_ls_number_reflns         6569
_refine_ls_number_restraints     408
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0930
_refine_ls_R_factor_gt           0.0616
_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^)+(0.0572P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1350
_refine_ls_wR_factor_ref         0.1630
_reflns_number_gt                4601
_reflns_number_total             6569
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol4001262_si_001.cif
_cod_data_source_block           RUPCY
_cod_original_cell_volume        1800.0(22)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1511853