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Rapid transformation of benzylic alcohols to aldehyde in the presence of cucurbit[8]uril

Paper ID Volume ID Publish Year Pages File Format Full-Text
52527 46876 2009 4 PDF Available
Title
Rapid transformation of benzylic alcohols to aldehyde in the presence of cucurbit[8]uril
Abstract

Heterogeneous catalytic oxidation of veratryl alcohol to veratryaldehyde with o-iodoxybenzoic acid (IBX) in the presence of cucurbit[8]uril (Q[8]) has been investigated. The evidence of oxidation kinetics affirmed the supramolecular catalysis of Q[8]. Experimental investigation of addition of catalyst and the initial pH suggested that the optimum proportion of reagents is a 0.1:1:1 M ratio (Q[8]:alcohol:IBX) and neutral pH value. The screening of macrocycles, such as cucurbiturils and cyclodextrins, indicated the obvious dependence of catalytic activity on the cavity size and chemical structure of catalysts. The Q[8]-catalytic transformation of benzyl alcohol and 3-methoxybenzyl alcohol exhibited a very satisfying conversion.

Keywords
Cucurbituril; Catalysis; Veratryl alcohol; IBX; Supramolecular
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Rapid transformation of benzylic alcohols to aldehyde in the presence of cucurbit[8]uril
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 11, Issue 3, 25 November 2009, Pages 167–170
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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