The Bicorannulenyl Dianion: A Charged Overcrowded Ethylene

Citation:

Eisenberg, D. ; Jackson, E. A. ; Quimby, J. M. ; Scott, L. T. ; Shenhar, R. The Bicorannulenyl Dianion: A Charged Overcrowded Ethylene. Angewandte Chemie-International Edition 2010, 49, 7538-7542.

Abstract:

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 doubleā€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.

Notes:

25. David Angew Chem 2010

See also: 2006-2010
Last updated on 02/08/2019