Bulletin of the Chemical Society of Japan

Photochemical Electron-transfer Reactions of Biphenyl-2, 2′-dicarboximide and Naphthalene-1, 8-dicarboximide with Olefin. Dependence of the Reaction Course on …

Y Kubo, T Araki, K Maruyama

Index: Kubo, Yasuo; Araki, Takeo; Maruyama, Kazuhiro Bulletin of the Chemical Society of Japan, 1985 , vol. 58, # 10 p. 2863 - 2869

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Citation Number: 14

Abstract

Photoreactions of N-methylbiphenyl-2, 2′-dicarboximide and N-ethylnaphthalene-1, 8- dicarboximide (2) with 1, 1-diphenylethylene (3) in methanol gave methanol-incorporated 1: 1: 1-adduct (7) and 2, 2-diphenylethyl methyl ether (6), an anti-Markovnikov adduct of methanol to 3. The ratio of the two types of products largely depends on the structure of the aromatic imides. Probably the spin densities of the radical anions of the aromatic imides ...