Tetrahedron

Photo-oxygenation of 1, 2-diarylcyclopropanes via electron transfer

K Mizuno, N Kamiyama, N Ichinose, Y Otsuji

Index: Mizuno, Kazuhiko; Kamiyama, Nobuhiro; Ichinose, Nobuyuki; Otsuji, Yoshio Tetrahedron, 1985 , vol. 41, # 11 p. 2207 - 2214

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Citation Number: 95

Abstract

The photo-oxygenation of 1, 2-diarylcyclopropanes bearing electron-donating substituents in the presence of 9, 10-dicyanoanthracene (DCA) in acetonitrile affords trans-and cis-3, 5- diaryl-1, 2-dioxolanes in excellent yields. The DCA-sensitized photo-oxygenation of less electron-rich 1, 2-diarylcyclopropanes gives various oxidation products in low yields. These photoreactions are greatly accelerated by the addition of certain aromatic hydrocarbons ...

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