Cyclic organophosphorus compounds. Part VII. Di-[5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl] disulphide and its deoxygenation and desulphuration with triphenylphosphine

Abstract

Di-[5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl] disulphide, obtainable from 2-methoxy-5,5-dimethyl-1,3,2-dioxaphosphorinan-2-thione and sulphurylchloride, or from 2-hydroxy-5,5-dimethyl-1,3,2-dioxaphosphorinan-2-thione or its salts with sulphur chloride, undergoes both desulphuration and deoxygenation on treatment with triphenylphosphine. The products of the reaction are triphenylphosphine oxide, triphenylphosphine sulphide, P-thiono-P′-oxodi-[5,5-dimethyl-1,3,2-dioxaphosphorinan-2-yl] oxide, and di-[5,5,-dimethyl-2-thiono-1,3,2-dioxaphosph(V)an-2-yl] oxide. Possible mechanisms for this reaction are discussed.