On the mechanism of the N,N‐dimethyl amination of Grignard reagents: a kinetic study |
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Authors: | Ender Erdik Selma Ateş Ülhü |
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Affiliation: | 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 |
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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. |
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Keywords: | Grignard reagents aryl carbanions electrophilic amination C?N coupling N,N‐dimethyl O‐(mesitylenesulfonyl)hydroxylanine Hammett plot activation parameter |
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