Rhodium-Catalyzed Three-Component Reaction between Silylacetylene and Two Ketenes Leading to 1,3-Enynes Bearing a Carboxylic Ester Group via Double Insertion of Ketenes.
Ogata, Kenichi; Ohashi, Itsuki; Fukuzawa, Shin-Ichi; Organic letters 14 (2012) 4214–4217; doi:10.1021/ol301897h

data_1508350
_publ_section_title
;
 Rhodium-Catalyzed Three-Component Reaction between Silylacetylene and Two
 Ketenes Leading to 1,3-Enynes Bearing a Carboxylic Ester Group via Double
 Insertion of Ketenes.
;
_journal_issue                   16
_journal_name_full               'Organic letters'
_journal_page_first              4214
_journal_page_last               4217
_journal_paper_doi               10.1021/ol301897h
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C33 H31 Cl2 Fe N3 O2'
_chemical_formula_sum            'C33 H31 Cl2 Fe N3 O2'
_chemical_formula_weight         628.38
_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
_cell_angle_alpha                63.86(2)
_cell_angle_beta                 84.84(5)
_cell_angle_gamma                78.89(4)
_cell_formula_units_Z            2
_cell_length_a                   9.172(7)
_cell_length_b                   13.126(8)
_cell_length_c                   13.778(10)
_cell_measurement_reflns_used    3599
_cell_measurement_temperature    123
_cell_measurement_theta_max      27.55
_cell_measurement_theta_min      3.09
_cell_volume                     1461.2(18)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature      123
_diffrn_detector_area_resol_mean 7.314
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10967
_diffrn_reflns_theta_full        27.55
_diffrn_reflns_theta_max         27.54
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.734
_exptl_absorpt_correction_T_max  0.929
_exptl_absorpt_correction_T_min  0.817
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             652.00
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.880
_refine_diff_density_min         -0.800
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     370
_refine_ls_number_reflns         6436
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0794
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0760P)^2^+2.8927P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2222
_reflns_number_gt                4105
_reflns_number_total             6436
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol301897h_si_002.cif
_cod_data_source_block           itsuki143a
_cod_database_code               1508350