The Journal of organic chemistry

Mechanisms of the photochemical rearrangement of diphenyl ethers

N Haga, H Takayanagi

Index: Haga, Naoki; Takayanagi, Hiroaki Journal of Organic Chemistry, 1996 , vol. 61, # 2 p. 735 - 745

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Citation Number: 40

Abstract

The mechanism of the photochemical rearrangement of diphenyl ether (1a) was studied. Irradiation of 1a in ethanol gave 2-phenylphenol (2, 42%) and 4-phenylphenol (3, 11%) as rearrangement products, in addition to phenol (4, 30%) and benzene (5, 25%) as diffusion products. Cross-coupling experiments employing [2H10] 1a demonstrated that the formation of 2-and 4-phenylphenol was an intramolecular process. Irradiation of 1a in benzene or in ...