This work was supported by the Stiftung Volkswagenwerk and by the Fonds der Chemischen Industrie.
Article first published online: 30 DEC 2003
Copyright © 1989 by VCH Verlagsgesellschaft mbH, Germany
Angewandte Chemie International Edition in English
Volume 28, Issue 7, pages 908–910, July 1989
How to Cite
Hofmann, P. and Hämmerle, M. (1989), The Mechanism of the Dötz Reaction: Chromacyclobutenes by Alkyne–Carbene Coupling?. Angew. Chem. Int. Ed. Engl., 28: 908–910. doi: 10.1002/anie.198909081
Dedicated to Professor Hans Hofmann on the occasion of his 60th birthday
- Issue published online: 30 DEC 2003
- Article first published online: 30 DEC 2003
- Manuscript Received: 13 MAR 1989
Chromacyclobutenes 2, which have been postulated as intermediates on several occasions, are unrealistic structures with incomplete electron shells and high energy. According to model calculations vinylcarbene complexes 3/4 are much more stable isomers and can be formed almost without activation energy from alkyne-carbene complexes 1. The different modes of coordination of the structure continuum 1–6 can be interpreted and predicted as a function of the metal complex MLn.