Issue 18, 2003
From the journal:

Organic & Biomolecular Chemistry

Cu(ii)-nitroxyl radicals as catalytic galactose oxidase mimics

Arné Dijksman,a   Isabel W. C. E. Arendsa  and  Roger A. Sheldon*a  

* Corresponding authors

a Laboratory for Biocatalysis and Organic Chemistry, Department of Biotechnology, Delft University of Technology, Julianalaan 136, 2628 BL Delft, The Netherlands

Abstract

Results from Hammett correlation studies and primary kinetic isotope effects for the CuCl–TEMPO catalysed aerobic benzyl alcohol oxidations are inconsistent with an oxoammonium based mechanism. We postulate a copper-mediated dehydrogenation mechanism, in which TEMPO regenerates the active Cu(II)-species. This mechanism is analogous to that observed for Galactose Oxidase and mimics thereof.

Graphical abstract: Cu(ii)-nitroxyl radicals as catalytic galactose oxidase mimics

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Article information

DOI
https://doi.org/10.1039/B305941C
Article type
Paper
Submitted
28 May 2003
Accepted
24 Jul 2003
First published
08 Aug 2003

Org. Biomol. Chem., 2003,1, 3232-3237

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Cu(II)-nitroxyl radicals as catalytic galactose oxidase mimics

A. Dijksman, I. W. C. E. Arends and R. A. Sheldon, Org. Biomol. Chem., 2003, 1, 3232 DOI: 10.1039/B305941C

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