On the mechanism of the  N,N ‐dimethyl amination of Grignard reagents: a kinetic study | Zendy

Erdik Ender | Zendy; Ateş Ülhü Selma | Zendy

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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.

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