Aerobic oxidation of isosorbide and isomannide employing TEMPO/laccase

Johannes Gross; Katharina Tauber; Michael Fuchs; Nina G. Schmidt; Aashrita Rajagopalan; Kurt Faber; Walter M. F. Fabian; Jan Pfeffer; Thomas Haas; Wolfgang Kroutil

doi:10.1039/C3GC41855C

Aerobic oxidation of isosorbide and isomannide employing TEMPO/laccase†

Johannes Gross,^a Katharina Tauber,^a Michael Fuchs,^a Nina G. Schmidt,^a Aashrita Rajagopalan,^a Kurt Faber,^a Walter M. F. Fabian,^a Jan Pfeffer,^b Thomas Haas^b and Wolfgang Kroutil*^a

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^a Department of Chemistry, Organic and Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, A-8010 Graz, Austria
E-mail: Wolfgang.Kroutil@uni-graz.at
Fax: +43 316 380 9840
Tel: +43 316 380 5350

^b Evonik Industries AG, CREAVIS Technologies & Innovation, Paul-Baumann-Strasse 1, 45772 Marl, Germany

Abstract

The oxidation of the renewable diols isosorbide and isomannide was successfully achieved using a TEMPO/laccase system. Furthermore, various TEMPO-derivatives were tested leading to conversions of up to >99% for the oxidation of isosorbide, isomannide, indanol and a halohydrin to the corresponding ketone.

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Aerobic oxidation of isosorbide and isomannide employing TEMPO/laccase†

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Aerobic oxidation of isosorbide and isomannide employing TEMPO/laccase

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