Iodine in dry nonprotic solvents oxidizes triaryl trithioarsenites, (ArS)3As, to As(III) iodide, AsI3, and disulfides, ArSSAr. The reaction most likely involves arylsulfenyl iodide, ArSI, as an intermediate. With triphenyl and tris(4-chlorophenyl) trithioarsenites, AsI3 is prepared in very good yields. When the disulfide, which is produced, has MeCONH─ or ─NH─CMe2─OH groups, then it acts as a Lewis base towards AsI3 forming complexes with stoichiometry 2AsI3·3ArSSAr. Probable coordination modes of the AsI3 are discussed.
On the Reaction of Triaryl Trithioarsenites, (ArS)3As, with Iodine
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