Preparation and reactivity of chalcogenyl phosphonates and phosphane oxides

Abstract

The preparation of new bis[(diphenylphosphinoyl)methyl] sulfides, selenides, and tellurides is described by the reaction of (diphenylphosphinoyl) methyl p-toluenesulfonate with sodium chalcogenides. The title compounds are subjected to Horner-Wittig-type reactions with aldehydes and ketones to give symmetrical divinylic sulfides, selenides, and tellurides with preferential (E) stereochemistry. Unsymmetrical divinylic sulfides can be prepared by the use of an appropriate carbonyl compound. © Wiley-VCH Verlag GmbH & Co. KGaA, 2007.