Issue 8, 2011
From the journal:

Green Chemistry

Epoxidation and Baeyer–Villiger oxidation using hydrogen peroxide and a lipase dissolved in ionic liquids†

Aleksandra J. Kotlewska,a   Fred van Rantwijk,a   Roger A. Sheldona  and  Isabel W. C. E. Arends*a  

* Corresponding authors

a Biocatalysis and Organic Chemistry, department of Biotechnology, Delft University of Technology, Julianalaan 136, Delft, The Netherlands
E-mail: i.w.c.e.arends@tudelft.nl

Abstract

Epoxidation and Baeyer–Villiger oxidation of olefins and (cyclic) ketones were successfully carried out in hydrogen-bond-donating (HBD) ionic liquids, using a lipase-catalysed cascade and hydrogen peroxide as the terminal oxidant. The effect of the ionic liquids turned out to be twofold. The HBD ionic liquids exhibited a substantial positive solvent effect on the second step of the cascade, namely the oxygen transfer by peracid. In addition, we found that the Candida antarctica B lipase (CaLB) dissolved in 1-(3-hydroxypropyl)-3-methyl imidazolium nitrate 1a and 1-butyl-3-methylimidazolium nitrate 2a. This stable enzyme-ionic liquid solution opens the possibility for continuous chemical processing.

Graphical abstract: Epoxidation and Baeyer–Villiger oxidation using hydrogen peroxide and a lipase dissolved in ionic liquids

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Article information

DOI
https://doi.org/10.1039/C1GC15255F
Article type
Paper
Submitted
08 Mar 2011
Accepted
12 May 2011
First published
29 Jun 2011

Green Chem., 2011,13, 2154-2160

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Epoxidation and Baeyer–Villiger oxidation using hydrogen peroxide and a lipase dissolved in ionic liquids

A. J. Kotlewska, F. van Rantwijk, R. A. Sheldon and I. W. C. E. Arends, Green Chem., 2011, 13, 2154 DOI: 10.1039/C1GC15255F

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