H. Zimmerman, M. Baker, R. Bottner
1993
Citations
0
Influential Citations
5
Citations
Journal
Journal of the American Chemical Society
Abstract
Allenic analogs of 4,4-diphenylcyclohexenone and a similar counterpart of 4,4-diphenyl-2,5-cyclohexadienone were synthesized. These molecules have a 2-electron π-MO perpendicular to the six-ring π-system. This perpendicular π-orbital is analogous to the oxygen p y orbital which is orthogonal to the carbonyl π-bond. The photochemistry of the allenic systems was explored with the finding that the triplets were unreactive and the singlets underwent a phenyl migration to form bicyclic photoproducts whose structures were established by spectral means, degradation, and independent synthesis