Mechanism of aromatic lithiation reactions-importance of steric factors

Narasimhan, N. S. ; Chandrachood, S. P. ; Chandrachood, P. S. ; Barve, M. V. (1984) Mechanism of aromatic lithiation reactions-importance of steric factors Proceedings of the Indian Academy of Sciences - Chemical Sciences, 93 (4). pp. 625-634. ISSN 0253-4134

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Official URL: http://www.ias.ac.in/j_archive/chemsci/93/6/625-63...

Related URL: http://dx.doi.org/10.1007/BF02863281

Abstract

N,N-Dimethyl-1-naphthyIamine and N,N-dimethyl-2-aminobiphenyl do not undergo ortho-lithiation although lithiation at a distant, but sterically close, position does occur. The result, although apparently anomalous, can be explained by Roberts-Curtin mechanism, taking into consideration the steric strain present at the transition state corresponding to the proton abstraction process.

Item Type:Article
Source:Copyright of this article belongs to Indian Academy of Sciences.
Keywords:Aromatic Lithiation; Roberts-curtin Mechanism; N,N-dimethyl-1-naphthylamine; N,N-dimethyl-2-aminobiphenyl; Steric Factors; Transition State
ID Code:24173
Deposited On:29 Nov 2010 10:17
Last Modified:17 May 2016 07:54

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