Journal of the American Chemical Society

Electron apportionment in cleavage of radical anions. 2. Naphthylmethyl phenyl ethers vs. naphthyl benzyl ethers

P Maslak, RD Guthrie

Index: Maslak, Przemyslaw; Guthrie, Robert D. Journal of the American Chemical Society, 1986 , vol. 108, # 10 p. 2637 - 2640

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Citation Number: 44

Abstract

Abstract: Naphthylmethyl phenyl ethers and naphthyl benzyl ethers were found to undergo scission of the H2C-0 bond when treated with radical anions of anthracene or fluoranthene. Under comparable conditions, ethers of the naphthylmethyl phenyl series (a and 8) reacted more than lo4 times faster than ethers of the naphthyl benzyl series (a and 8). This preference for regioconservation of spin density in the scission process is interpreted in ...