This work was supported by the National Science Foundation (CHE-9307582, ASC-8902827), the Alfred P. Sloan Foundation (J. S. S), and the Schweizerischen Nationalfonds zur Förderung der wissenschaftlichen Forschung (H. B. B). The San Diego Supercomputer Center provided a grant for computing time.
X-Ray Diffraction Evidence for a Cyclohexatriene Motif in the Molecular Structure of Tris(bicyclo[2.1.1]hexeno)benzene: Bond Alternation after the Refutation of the Mills–Nixon Theory†
Article first published online: 22 DEC 2003
Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
Angewandte Chemie International Edition in English
Volume 34, Issue 13-14, pages 1454–1456, July 31, 1995
How to Cite
Bürgi, H.-B., Baldridge, K. K., Hardcastle, K., Frank, N. L., Gantzel, P., Siegel, J. S. and Ziller, J. (1995), X-Ray Diffraction Evidence for a Cyclohexatriene Motif in the Molecular Structure of Tris(bicyclo[2.1.1]hexeno)benzene: Bond Alternation after the Refutation of the Mills–Nixon Theory. Angew. Chem. Int. Ed. Engl., 34: 1454–1456. doi: 10.1002/anie.199514541
- Issue published online: 22 DEC 2003
- Article first published online: 22 DEC 2003
- Manuscript Received: 27 FEB 1994
- bond length alternation;
- Mills–Nixon effect
Cyclohexatriene lost, cyclohexatriene regained! Recently the Mills–Nixon postulate concerning the structure of benzene derivatives was recognized to be invalid. A new view on strain-induced bond localization in benzene led to the design and synthesis of tris(bicyclo[2.1.1]hexeno)benzene (1), which shows significant distortion toward a cyclohexatriene geometry.