Photosensitized electron-transfer-induced reactions of some cyclopropene derivatives

A Padwa, CS Chou, WF Rieker

Index: Padwa, Albert; Chou, Chuen S.; Rieker, William F. Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4555 - 4564

Full Text: HTML

Citation Number: 18

Abstract

The 9, 10-dicyanoanthracene-sensitized rearrangement of several 3-phenyl-substituted cyclopropenes to indenes in acetonitrile has been studied. When an unsymmetrically 1- phenyl-2-methyl-substituted cyclopropene was used, the mrijor indene obtained corresponds to cleavage of the cyclopropene bond attached to the phenyl group. This stands im marked contrast to the results obtained on direct irradiation. The mechanism ...

 Related Synthetic Route

~61%

~%

~26%

~38%

~%

~11%

~%

~%

~70%

~92%

~%

~%

~%

~20%

~88%

~%

~%

~18%

~88%

~%

~68%

~%

~13%

~88%

~%

~49%