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Synfacts 2005(2): 0204-0204  
DOI: 10.1055/s-2005-916062
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Synthesis and Physiochemical Properties of a New Heterocyclic System

Contributor(s): Victor Snieckus, Robert Engqvist
P. Langer*, A. Bodtke, N. N. R. Saleh, H. Görls, P. R. Schreiner
Universität Rostock, Germany
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Publication History

Publication Date:
25 October 2005 (online)

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Significance

The synthesis and X-ray crystallographic confirmation of the first hexaazaacridine is reported. The synthesis proceeds from readily available starting material via an oxidative double cyclization of a diiminodihydrazine derivative and affords the product in low yield. The hexaaza­acridine is air- and thermally (to 400 °C) stable. Calculations of the structure show that the weak antiaromatic 16 π electron ring system has a very low triplet state.