Mn(II)-Catalyzed Switchable Synthesis of P(O)–C and P(O)–O Bonds from Alcohols and Diarylphosphine Oxides via Phospha-Brook Rearrangement
Phukan, Hirak Jyoti; Samanta, Arup; Mohar, Kailash; Mondal, Avijit; Dihingia, Rinku; Srimani, Dipankar; Chemical Communications  (2026) –; doi:10.1039/D6CC01657J

data_7135740
_publ_section_title
;
 Mn(II)-catalyzed switchable synthesis of P(O)-C and P(O)-O bonds from
 alcohols and diarylphosphine oxides <i>via</i> phospha-Brook
 rearrangement.
;
_journal_issue                   38
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9676
_journal_page_last               9679
_journal_paper_doi               10.1039/d6cc01657j
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C20 H19 O P'
_chemical_formula_sum            'C20 H19 O P'
_chemical_formula_weight         306.347
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     direct
_audit_creation_date             2026-01-12
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2026-01-24 deposited with the CCDC.	2026-04-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.413(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.7473(7)
_cell_length_b                   17.567(2)
_cell_length_c                   16.107(2)
_cell_measurement_reflns_used    9399
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      24.98
_cell_measurement_theta_min      2.55
_cell_volume                     1612.6(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS-1997  (Sheldrick, 2008)'
_diffrn_ambient_temperature      295.00
_diffrn_measured_fraction_theta_full 0.9869
_diffrn_measured_fraction_theta_max 0.9869
_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  0.0539
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 0.9869
_diffrn_reflns_Laue_measured_fraction_max 0.9869
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            32022
_diffrn_reflns_point_group_measured_fraction_full 0.9869
_diffrn_reflns_point_group_measured_fraction_max 0.9869
_diffrn_reflns_theta_full        24.9973
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.32
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.170
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5160
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1576 before and 0.0805 after correction.
The Ratio of minimum to maximum transmission is 0.6924.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_description       needle
_exptl_crystal_F_000             648.740
_refine_diff_density_max         0.2960
_refine_diff_density_min         -0.3475
_refine_diff_density_rms         0.0620
_refine_ls_d_res_high            0.8410
_refine_ls_d_res_low             8.7835
_refine_ls_goodness_of_fit_ref   1.0837
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    35
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2797
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0837
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0476
_refine_ls_shift/su_max          -0.0008
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0274P)^2^+1.6293P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1075
_refine_ls_wR_factor_ref         0.1125
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              6
_reflns_limit_h_min              -6
_reflns_limit_k_max              20
_reflns_limit_k_min              0
_reflns_limit_l_max              19
_reflns_limit_l_min              0
_reflns_number_gt                2464
_reflns_number_total             2797
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d6cc01657j2.cif
_cod_data_source_block           4MeCP_0m_a
_cod_depositor_comments
'Adding full bibliography for 7135739--7135740.cif.'
_cod_original_cell_volume        1612.6(4)
_cod_database_code               7135740
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C008(H00a,H00b)
2.b Aromatic/amide H refined with riding coordinates:
 C005(H005), C006(H006), C009(H009), C00A(H00c), C00B(H00d), C00D(H00e),
 C00E(H00f), C00F(H00g), C00G(H00h), C00H(H00i), C00I(H00j), C00J(H00k),
 C00K(H00l), C00L(H00m)
2.c Idealised Me refined as rotating group:
 C00M(H00n,H00o,H00p)
;
_olex2_submission_special_instructions 'No special instructions were received'