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Angew Chem Int Ed Engl. 2014 Apr 22;53(17):4359-63. doi: 10.1002/anie.201310420. Epub 2014 Mar 18.

Convenient and mild epoxidation of alkenes using heterogeneous cobalt oxide catalysts.

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  • 1Leibniz-Institut für Katalyse an der Universität Rostock, Albert-Einstein-Strasse 29a, 18059 Rostock (Germany) http://www.catalysis.de.

Abstract

A general epoxidation of aromatic and aliphatic olefins has been developed under mild conditions using heterogeneous Cox Oy -N/C (x=1,3; y=1,4) catalysts and tert-butyl hydroperoxide as the terminal oxidant. Various stilbenes and aliphatic alkenes, including renewable olefins, and vitamin and cholesterol derivatives, were successfully transformed into the corresponding epoxides with high selectivity and often good yields. The cobalt oxide catalyst can be recycled up to five times without significant loss of activity or change in structure. Characterization of the catalyst by XRD, TEM, XPS, and EPR analysis revealed the formation of cobalt oxide nanoparticles with varying size (Co3 O4 with some CoO) and very few large particles with a metallic Co core and an oxidic shell. During the pyrolysis process the nitrogen ligand forms graphene-type layers, in which selected carbon atoms are substituted by nitrogen.

© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

KEYWORDS:

cobalt oxides; epoxidation; heterogeneous catalysis; olefins; recycling

PMID:
24644140
[PubMed]
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