Carbanions. XII. p-Biphenylyl migration in reactions of 1-chloro-2-p-biphenylylethane-1, 1-d2 with alkali metals

E Grovenstein Jr, YM Cheng

Index: Grovenstein,E.; Cheng,Y.-M. Journal of the American Chemical Society, 1972 , vol. 94, # 14 p. 4971 - 4977

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Citation Number: 15

Abstract

Abstract: The question of whether or not simple 2-arylethyl anions will undergo 1, 2 migration of aryl is explored for the p-biphenylylethyl system. Reaction of 1-chloro-2-p- biphenylylethane-l, l-d2 with excess lithium metal in tetrahydrofuran (THF) solution at-70 gave a good yield of 2-p-biphenylylethyllithium-l, l-d2. On warming to 0" this organolithium reagent failed to undergo appreciable rearrangement as judged by the position of the ...