Financial support from the National Science Foundation (NSF) and from The Lise Meitner-Minerva Center for Computational Quantum Chemistry is gratefully acknowledged.
The Bicorannulenyl Dianion: A Charged Overcrowded Ethylene†
Article first published online: 2 SEP 2010
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 49, Issue 41, pages 7538–7542, October 4, 2010
How to Cite
Eisenberg, D., Jackson, E. A., Quimby, J. M., Scott, L. T. and Shenhar, R. (2010), The Bicorannulenyl Dianion: A Charged Overcrowded Ethylene. Angew. Chem. Int. Ed., 49: 7538–7542. doi: 10.1002/anie.201002515
- Issue published online: 29 SEP 2010
- Article first published online: 2 SEP 2010
- Manuscript Received: 27 APR 2010
- National Science Foundation (NSF)
- The Lise Meitner-Minerva Center for Computational Quantum Chemistry
- conformation analysis;
- overcrowded ethylenes
Super bowl: Bicorannulenyl, a large biaryl composed of two corannulene bowls, effectively becomes an overcrowded ethylene upon reduction to form a dianion (see picture). DFT calculations and NMR spectroscopic experiments reveal the double-bond character of the connection between the two bowls. Three stable diastereomers that interconvert through bowl inversions and central bond rotations were shown to exist.