Journal of Organic Chemistry p. 806 - 812 (1994)
Update date:2022-08-02
Topics:
Williams, Charles R.
Britten, James F.
Harpp, David N.
The structures of chloro(triphenylmethyl)mono-, di-, and -trisulfanes were obtained.The monosulfane displayed a triclinic (P1) space group, a = 10.792(2) Angstroem, b = 15.090(2) Angstroem, c = 10.027(2) Angstroem, α = 100.15(1) deg, β = 103.13(1) deg, γ = 88.80(1) deg, Z = 4.The disulfane gave a triclinic (P1) space group, a = 9.758(1) Angstroem, b = 10.426(2) Angstroem, c = 9.1691(6) Angstroem, α = 97.52(1) deg, β = 90.116(1) deg, γ = 116.750(1) deg, Z = 2.The trisulfane gave an orthorhombic space group (Pna21), a = 9.224(1) Angstroem, b = 19.196(3) Angstroem, c = 10.308(1) Angstroem, Z = 4.The sulfenyl chlorides decompose above their melting points to mixtures consisting primarily of triphenylchloromethane and sulfur.The sulfur was determined to consist of several allotropes (S6, S7, S8 and S9).The di- and trisulfanes slowly decompose to the same products at room temperature; the decompositions are enhanced by light.The decomposition of the trisulfane in the presence of dienes gave adducts consistent with the transfer of a two-sulfur species.The disulfane and trisulfane undergo the normal nucleophilic substitution reactions of the monosulfanes.
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