Abstract

A series of six heterocyclic diesters 1b-6b containing all combinations of nitrogen, sulfur, and selenium has been prepared from a common precursor, diethyl 2,2'-dinitrostilbene-4,4'-dicarboxylate. Electrochemical analysis showed oxidation potential increases in the order N<Se<S, and the same trend was observed for minima of UV absorbance. Electrochemical oxidation of indoloindole 1b (but not the other members of the series) generates a persistent radical cation whine properties were investigated. Diesters containing sulfur and selenium (but not nitrogen) form S A liquid crystals. A new synthetic method leading to the indolo[1,2-b]indazole ring system has been found

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