An Antibody-Catalyzed Nucleophilic Substitution Reaction at a Primary Carbon That Appears To Proceed by an Ionization Mechanism

T Li, KD Janda, S Hilton, RA Lerner

Index: Li, Tingyu; Janda, Kim D.; Hilton, Susan; Lerner, Richard A. Journal of the American Chemical Society, 1995 , vol. 117, # 8 p. 2367 - 2368

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Citation Number: 11

Abstract

Nucleophilic substitutions are arguably the most thoroughly studied and best understood reactions in organic chemistry. Both sN1 and sN2 mechanisms are operative for reactions occurring at an aliphatic carbon atom. While an sN2 mechanism is usually displayed when substitution takes place on a primary carbon, an sN1 mechanism predominates in reactions involving a tertiary carbon center. In contrast to chemical reactions, the mechanisms by ...