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Aromatic Cation Activation: Nucleophilic Substitution of Alcohols and Carboxylic Acids

Author:
Nguyen, Thanh V., Bekensir, Alp
Source:
Organic letters 2014 v.16 no.6 pp. 1720-1723
ISSN:
1523-7052
Subject:
Lewis bases, alcohols, carboxylic acids, cations, chemical reactions, chemical structure, methodology, organochlorine compounds
Abstract:
A new method for the nucleophilic substitution of alcohols and carboxylic acids using aromatic tropylium cation activation has been developed. This article reports the use of chloro tropylium chloride for the rapid generation of alkyl halides and acyl chlorides under very mild reaction conditions. It demonstrates, for the first time, the synthetic potential of tropylium cations in promoting chemical transformations.
Agid:
5788406