Phosphinidenes and related intermediates. Part I. Reactions of phosphinoylidenes (R–O) and phosphinothioylidenes (R–S) with diethyl disulphideand benzil

Abstract

Organic phosphonic or phosphonothioic dichlorides were dechlorinated with an equimolar amount of magnesium in the presence of diethyl disulphide or benzil to give the corresponding SS-diethyl esters of phosphorus acids or 1,3,2-dioxaphosphole derivatives, respectively, but reactions of phosphonic dichlorides with magnesium in the presence of benzil gave products of hydrolysis of 1,3,2-dioxaphosphole derivatives. The results have been explained in terms of capture of reactive intermediates, phosphinoylidenes (R–O) or phosphinothioylidenes (R–S). by disulphide or benzil; similar results were obtained in the dechlorination reactions of phenylphosphonous dichloride.