Preparation of diorganolead dicarboxylates from aryllead triacetates: an investigation of ligand coupling in some diorganolead(IV) compounds

Abstract

Aryllead triacetates have been found to react with arylboronic acids and vinylboronic acids to give diaryllead and aryl(vinyl)lead diacetates, respectively, in high yield. Symmetrical divinyllead diacetates are also readily accessed by reaction between vinylboronic acids and lead tetraacetate. It has been shown that diaryllead, aryl(vinyl)lead, and divinyllead diacetates produced in this way undergo a copper(I)-catalysed coupling to yield biaryls, vinylaromatics and buta-1,3-dienes, respectively, in high yield. With unsymmetrical diorganolead diacetates, it has been found that the coupling is not intramolecular, and thus the three possible products are produced.