Journal of the Chemical Society. Perkin transactions II p. 2065 - 2070 (1989)
Update date:2022-07-29
Topics:
Ferguson, George
Lough, Alan J.
Glidewell, Christopher
Triphenylarsine and triphenylphosphine react with chloramine-B, sodium N-chlorobenzenesulphonamide, to yield products of composition C24H22NO3SM <(3; M=As) and 4; M=P)> and constitution Ph3MO.H2NSO2Ph.Crystals of (3).0.5(C3H6O) are triclinic, space group P<*> with a=12.783(2), b=13.016(2), c=8.513(1) Angstroem, α=97.40(1), β=106.80(1) deg, γ=111.28(1) deg and Z=2: the structure was refined from diffractometer data to an R value of 0.035.The structure consists of cyclic centrosymmetric aggregates in which two molecules of Ph3AsO are linked to two molecules of PhSO2NH2 via hydrogen bonds of type O...H-N(SO2Ph)-H...O: the As-O distance is 1.655(1) Angstroem and the two independent N...O distances are 2.848(3) and 2.882(3) Angstroem; the acetone from solution is disordered about an inversion centre.Crystals of (4).0.5(C3H6O) are triclinic, space group P<*>, and are isomorphous with those of (3).0.5(C3H6O), with a=12.712(5), b=12.811(9), c=8.481(3) Angstroem, α=98.51(3), β=105.31(3), γ=111.81(5) deg.Tri-m-tolylphosphine reacts with chloramine-T, sodium N-chlorotoluene-p-sulphonamide, to yield a similar product (5) of constitution (3-CH3C6H4)3PO.H2NSO2C6H4-p-CH3.Crystals of (5) are triclinic with a=11.353(4), b=13.694(5), c=9.546(1) Angstroem, α=76.16(2), β=87.52(2), γ=112.24(3) deg and Z=2: the structure of (5) was refined from diffractometer data to an R value of 0.045.It consists of the same hydrogen-bonded array as (3), with N...O distances of 2.882(2) and 2.931(2) Angstroem.
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