Conversion of Propargyl Alcohols to Chloroallenes and Arylalkynes Using the TiCl~4~/R~3~N Reagent System
Galla V. Karunakar; Mariappan Periasamy; Journal of Organic Chemistry 71 (2006) 7463–7466; doi:10.1021/jo060683m

data_4021952
_publ_contact_author_address
; 
School of Chemistry
University of Hyderabad
Hyderabad
500046
India
;
_publ_contact_author_email       mpsc@uohyd.ernet.in
_publ_contact_author_fax         '+91 40-2301-2460'
_publ_contact_author_name        'Mariappan Periasamy'
_publ_contact_author_phone       '+91 402 3134814'
_publ_section_title
;
 Conversion of Propargyl Alcohols to Chloroallenes and Arylalkynes
 Using the TiCl~4~/R~3~N Reagent System
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7463
_journal_page_last               7466
_journal_paper_doi               10.1021/jo060683m
_journal_volume                  71
_journal_year                    2006
_chemical_formula_moiety         'C27 H30 N, 3(H2 O), Cl'
_chemical_formula_sum            'C27 H36 Cl N O3'
_chemical_formula_weight         458.02
_chemical_name_common            'allenyl triethylamine salt'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 107.8470(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.2829(9)
_cell_length_b                   9.8672(5)
_cell_length_c                   17.0435(9)
_cell_measurement_reflns_used    4574
_cell_measurement_temperature    293(2)
_cell_volume                     2606.5(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_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    'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0401
_diffrn_reflns_av_sigmaI/netI    0.0290
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            24177
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.51
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_T_max  0.9783
_exptl_absorpt_correction_T_min  0.9535
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.167
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             984.0
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.667
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         4574
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.1143
_refine_ls_R_factor_gt           0.0821
_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^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2610
_refine_ls_wR_factor_ref         0.2959
_reflns_number_gt                2827
_reflns_number_total             4593
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo060683msi20060330_054513.cif
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C27 H36 Cl NO3'
_cod_database_code               4021952