Reductive Dimerization of Dithianylium Salts and Fluorodesulfuration: A New Synthetic Approach to Tetrafluoroethylene Substructures.

Abstract

Tetrafluoroethylene Substructures. -Aromatic and perfluoroaliphatic dithianylium salts (I) are dimerized in high yields by reduction with tetrakis(dimethylamino)ethylene. A clean conversion of the resulting bis(dithianyls) to the corresponding tetrafluoroethylene derivatives (III) is only achieved if the starting material has relatively electron-rich aromatic substituents. The oxidation of (IId) offers a convenient access to hexafluorodiacetyl (V). -(KIRSCH*, P.; LENGES, M.; RUHL, A.; SEVENARD, D. V.; ROESCHENTHALER, G.-V.; J.