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J Org Chem. 2010 Jan 1;75(1):257-60. doi: 10.1021/jo902292t.

Self-neutralizing in situ acidic CO2/H2O system for aerobic oxidation of alcohols catalyzed by TEMPO functionalized imidazolium salt/NaNO2.

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1
State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China.

Abstract

A reversible in situ acidic catalytic system comprising recyclable TEMPO functionalized imidazolium salt ([Imim-TEMPO][Cl])/NaNO(2)/CO(2)/H(2)O was developed for selective transformation of a series of aliphatic, allylic, heterocyclic, and benzylic alcohols to the respective carbonyl compounds. Notably, the system avoids any conventional acid and can eliminate unwanted byproducts, facilitate reaction, ease separation of the catalyst and product, and also provide a safe environment for oxidation involving oxygen gas.

PMID:
19968264
DOI:
10.1021/jo902292t
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