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Aromatic Cation Activation: Nucleophilic Substitution of Alcohols and Carboxylic Acids

Thanh V. Nguyen * and Alp Bekensir

*Department of Chemistry, Curtin University, Perth, WA 6102, Australia, Email:

T. V. Nguyen, A. Bekensir, Org. Lett., 2014, 16, 1720-1723.

DOI: 10.1021/ol5003972

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The use of chloro tropylium chloride enables a rapid generation of alkyl halides and acyl chlorides from alcohols and carboxylic acids under very mild reaction conditions via aromatic tropylium cation activation. This reactions demonstrate the synthetic potential of tropylium cations in promoting chemical transformations.

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Key Words

benzyl chlorides, allyl chlorides, alkyl chlorides

ID: J54-Y2014