Copper-catalysed oxidation of catechols by dioxygen

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Abstract

The catalytic activity of chloro(pyridine)copper(I) in the oxidation of 3,5-di-t-butylcatechol in dichloromethane and chloroform by dioxygen was studied kinetically. The reaction is quantitative and the overall rate equation shows second-order in the catalyst, first-order in the dioxygen and zero-order in the catechol concentrations, the rate-determining step being the formation of a dinuclear peroxo complex from the superoxo copper(I) species. The reaction can be used for the preparation of 3,5-di-t-butyl-o-benzoquinone. 4-t-Butylcatechol, 3,5-diisopropylcatechol, 9,10-dihydroxyphenanthrene and 3,5-dicyclohexylcatechol could be also oxidized to the corresponding quinones. No ring cleavage occurred as found with copper(I) chloride in pyridine solvent.

Original languageEnglish
Pages (from-to)259-267
Number of pages9
JournalJournal of Molecular Catalysis
Volume37
Issue number2-3
DOIs
Publication statusPublished - 1986

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Copper
Pyridine
Oxidation
Dichloromethane
Chlorine compounds
Catalyst activity
Catalysts

ASJC Scopus subject areas

  • Engineering(all)

Cite this

Copper-catalysed oxidation of catechols by dioxygen. / Speier, G.

In: Journal of Molecular Catalysis, Vol. 37, No. 2-3, 1986, p. 259-267.

Research output: Contribution to journalArticle

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