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On the mechanism of the N,N ‐dimethyl amination of Grignard reagents: a kinetic study
Author(s) -
Erdik Ender,
Ateş Ülhü Selma
Publication year - 2007
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.1229
Subject(s) - chemistry , electrophilic amination , amination , carbanion , hydroxylamine , reagent , medicinal chemistry , kinetic energy , electrophile , organic chemistry , catalysis , physics , quantum mechanics
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 S N 2 displacement involving the attack of carbanions to sp 3 N in the amination reagent (AR). Copyright © 2007 John Wiley & Sons, Ltd.