Issue 24, 2008
From the journal:

Chemical Communications

Mechanistic investigation of the gold-catalyzed aerobic oxidation of aldehydes: added insight from Hammett studies and isotopic labelling experiments†

Peter Fristrup,*a   Louise Bahn Johansena  and  Claus Hviid Christensen*a  

* Corresponding authors

a Center for Sustainable and Green Chemistry, Technical University of Denmark, Kemitorvet, Lyngby, Denmark
E-mail: pf@kemi.dtu.dk, chc@kemi.dtu.dk
Fax: +45 4588 3136
Tel: +45 4525 2123 (PF); +45 4525 2402 (CHC)

Abstract

The gold-catalyzed aerobic oxidation of aldehydes proceeds through development of a partial negative charge and has a significant kinetic isotope effect (kH/kD = 2.8–2.9), which illustrates that activation of the C–H bond takes place in the rate-determining step.

Graphical abstract: Mechanistic investigation of the gold-catalyzed aerobic oxidation of aldehydes: added insight from Hammett studies and isotopic labelling experiments

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Article information

DOI
https://doi.org/10.1039/B803270J
Article type
Communication
Submitted
26 Feb 2008
Accepted
05 Mar 2008
First published
31 Mar 2008

Chem. Commun., 2008, 2750-2752

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Mechanistic investigation of the gold-catalyzed aerobic oxidation of aldehydes: added insight from Hammett studies and isotopic labelling experiments

P. Fristrup, L. Bahn Johansen and C. Hviid Christensen, Chem. Commun., 2008, 2750 DOI: 10.1039/B803270J

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