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 doubleābond 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:
See also: 2006-2010