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Paper | Regular issue | Vol 60, No. 11, 2003, pp.2457-2470
Published online, 16th September, 2003
DOI: 10.3987/COM-03-9842
Highly Fluorescent Heterocycles Based on Pyrazino Fused 1,4,5,8-Tetraazafulvalenes

Christian Käpplinger, Rainer Beckert,* Jan Koci, Gabriela Braunerova, Karel Waisser, and Helmar Görls

*Institute for Organic and Macromolecular Chemistry, Friedrich Schiller University, Lessingstr. 8, D-07743 Jena, Germany

Abstract

Some new pyrazino-fused 1,4,5,8-tetraazafulvalenes of type (3-5) were synthesized and their structures were confirmed by IR, UV-VIS, 1H NMR spectra and elemental analysis. The X-Ray crystal structure analysis of a single crystal of derivative (3c) revealed a nearly ideal planarized heterofulvalene subunit. The new prepared tricyclic tetraazafulvalenes of type (3) show strong red fluorescence at 605 nm.