Journal of the American Chemical Society

Direct Observation of the Anthrylethyl Bridged Cation1

L Eberson, S Winstein

Index: Eberson,L.; Winstein,S. Journal of the American Chemical Society, 1965 , vol. 87, # 15 p. 3506 - 3507

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Citation Number: 24

Abstract

Solvolysis and deuterium scrambling studies of I-OTs show that the 9-anthryl group is a better participating group than phenyl. Even in 60% aqueous dioxane under conditions of kinetic control, essentially all of the product is formed through an aryl-bridged cation (II), the product being partly I-OH (15%) but mainly the spiro-111-OH (85%). We now report that I1 is sufficiently stable for direct observation in SOz-SbF5, in which a number of chemically ...