Preparation of divinyl esters by transvinylation between vinyl acetate and dicarboxylic acids

Abstract

Transvinylation of aromatic and aliphatic diacids with vinyl acetate using several catalytic systems have been studied under conventional heating and microwave activation. In any case, a single addition of catalyst gave only low conversion into diester, due to a rapid deactivation of the catalysts, the best results being obtained with [pyridine]2•Pd(OAc)2. Successive additions of Pd(OAc)2 as catalyst gave better results with a 65% yield in isolated pure divinyl dodecanedioate after the successive addition of three catalyst portions. Kinetics and catalytic mechanism considerations helped to discuss these results.