Efficient electroorganic synthesis of 2,3,6,7,10,11-Hexahydroxytriphenylene derivatives

Abstract

2,3,6,7,10,11-Hexahydroxytriphenylene of good quality and purity can be obtained via anodic treatment of catechol ketals and subsequent acidic hydrolysis. The electrolysis is conducted in propylene carbonate circumventing toxic and expensive acetonitrile. The protocol is simple to perform and superior to other chemical or electrochemical methods. The key of the method is based on the low solubility of the anodically trimerized product. The shift of potentials is supported by cyclic voltammetry studies. © 2012 Regenbrecht and Waldvogel; licensee Beilstein-Institut.