Journal of the American Chemical Society

Electron apportionment in cleavage of radical anions. 1. Nitro-substituted benzyl phenyl ethers

P Maslak, RD Guthrie

Index: Maslak, Przemyslaw; Guthrie, Robert D. Journal of the American Chemical Society, 1986 , vol. 108, # 10 p. 2628 - 2636

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Citation Number: 78

Abstract

Abstract: The radical anions of 4-nitrobenzyl phenyl ethers undergo cleavage at least lo4 times faster than the radical anions of corresponding 4-nitrophenyl benzyl ethers despite a perceived thermodynamic advantage for the latter set of reactions. It is suggested that this result reflects a kinetic advantage for cleavage reactions which take place with regioconservation of spin density.