Cobalt-catalyzed oxidative cleavage of semiquinones

Lloyd S. White, Lawrence Que

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10 Scopus citations


The reactions of 3,5-di-t-butyl-o-benzosemiquinone and 9,10-phenanthrenesemiquinone with O2have been studied in the presence and absence of cobalt(II) complexes. The cobalt(II) complexes accelerate the oxygenation reactions which yield oxidative cleavage products. Based on the superior catalytic activity of cobalt Acctylacetonates relative to cobalt complexes known to bind O2, the role of the cobalt complex is proposed to be the facilitation of electron transfer from the semiquinone to the intermediate alkylperoxy radical, and not the activation of O2. 18O-labeling experiments show, the incorporation of oxygen; however, the products are a mixture of species having 0 - 4 labels incorporated. Such a pattern results from intermolecular scrambling pathways and contrasts with the clean labeling result observed in the Fe(NTA)-cataiyzed oxidative cleavage of 3,-5-di-t-butylcatechol.

Original languageEnglish (US)
Pages (from-to)139-149
Number of pages11
JournalJournal of Molecular Catalysis
Issue number2
StatePublished - Nov 1985

Bibliographical note

Funding Information:
This work was supported by the National Institutes of Health. L.Q. is an Alfred P. Sloan Fellow (1982 - 86) and the recipient of an NIH Research Career Development Award (1982 - 87).


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