Journal of the American Chemical Society

Elimination reactions of N-[2-(p-nitrophenyl) ethyl] alkylammonium ions by an E1cB mechanism

JR Keeffe, WP Jencks

Index: Keeffe, James R.; Jencks, William P. Journal of the American Chemical Society, 1983 , vol. 105, # 2 p. 265 - 279

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Citation Number: 44

Abstract

Abstract: Elimination reactions of N-(2-(p-nitrophenyl) ethyl) quinuclidinium and (2-(p- nitrophenyl) ethyl) trimethylammonium ions catalyzed by hydroxide ion and buffer bases undergo a change in rate-determining step from an (ElcB), to an (ElcB) R mechanism with increasing buffer concentration in aqueous solution. Exchange of labeled 2H or 3H with solvent was shown for the quinuclidine and trimethylamine derivatives in the presence of ...

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