Aromatic Cation Activation: Nucleophilic Substitution of Alcohols and Carboxylic Acids

Nguyen, Thanh Vinh; Bekensir, Alp

doi:10.1021/ol5003972

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Authors

Nguyen, Thanh Vinh

Bekensir, Alp

Date

2014

Type

Journal Article

Metadata

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Citation

Nguyen, T.V. and Bekensir, A. 2014. Aromatic Cation Activation: Nucleophilic Substitution of Alcohols and Carboxylic Acids. Organic Letters. 16 (6): pp. 1720-1723.

Source Title

Organic Letters

DOI

10.1021/ol5003972

ISSN

15237060

School

Department of Applied Chemistry

URI

http://hdl.handle.net/20.500.11937/32003

Collection

Curtin Research Publications

Abstract

A new method for the nucleophilic substitution of alcohols and carboxylic acids using aromatic tropyliumcation 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.