Conjugation in Macrocyclic Systems, Part 27.—Part 26: U. E. Meissner, A. Gensler, H. A. Staab, Tetrahedron 1977, 3.
Benzenoid versus Annulenoid Aromaticity: Synthesis and Properties of Kekulene†
Article first published online: 22 DEC 2003
Copyright © 1978 by Verlag Chemie, GmbH, Germany
Angewandte Chemie International Edition in English
Volume 17, Issue 5, pages 372–374, May 1978
How to Cite
Diederich, F. and Staab, H. A. (1978), Benzenoid versus Annulenoid Aromaticity: Synthesis and Properties of Kekulene. Angew. Chem. Int. Ed. Engl., 17: 372–374. doi: 10.1002/anie.197803721
- Issue published online: 22 DEC 2003
- Article first published online: 22 DEC 2003
- Manuscript Received: 2 MAR 1978
Kekulene, a kind of “super-benzene”, is a compound suitable for distinguishing between annulenoid (1a) and benzenoid aromaticity (1b). It has now proved possible to synthesize kekulene and to record the 1H-NMR spectrum of this highly insoluble compound. The spectrum is interpreted as supporting the benzenoid form (1b).