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On the mechanism of the N,N‐dimethyl amination of Grignard reagents: a kinetic study
Authors:Ender Erdik  Selma Ateş Ülhü
Institution:1. Science Faculty, Ankara University, Be?evler, Ankara 06100, TurkeyScience Faculty, Ankara University, Be?evler,Ankara 06100, Turkey.===;2. Science Faculty, Ankara University, Be?evler, Ankara 06100, Turkey
Abstract:A direct kinetic study is reported for the electrophilic amination of substituted phenylmagnesium bromides with N,N‐dimethyl O‐(mesitylenesulfonyl)hydroxylamine in THF. Rate data, Hammett relationship, and activation entropy are consistent with a SN2 displacement involving the attack of carbanions to sp3N in the amination reagent (AR). Copyright © 2007 John Wiley & Sons, Ltd.
Keywords:Grignard reagents  aryl carbanions  electrophilic amination  C?N coupling  N  N‐dimethyl O‐(mesitylenesulfonyl)hydroxylanine  Hammett plot  activation parameter
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