A novel approach to a substituted 1,3-selenazole core as a precursor of electron rich olefins: diselenadiazafulvalene and azino-diselenadiazafulvalene

Abstract

The first approach for the synthesis of 2-alkylthio-4,5-disubstituted-1,3-selenazole cores via metallation of dimethyl N-(ethoxycarbonylmethyl)iminodithiocarbonate (EMIC) and subsequent reaction with selenothioic acid S-ester is described. These selenazoles are easily converted into electron rich olefins such as diselenadiazafulvalenes (DSeDAF) and azino-DSeDAF. Electrochemical investigation demonstrates the excellent reversible donor ability of these novel olefins.