Issue 10, 2015

Aryl-substituted organomolybdenum(ii) complexes as olefin epoxidation catalysts

Abstract

The epoxidation of selected olefins with a benzyl-substituted organomolybdenum complex and its fluorinated counterpart is described. With hexafluorobenzene (HFB) as solvent, turnover frequencies (TOFs) of >15 500 h−1 are achieved in the epoxidation of cyclooctene with tert-butyl hydroperoxide (TBHP) as the oxidant. The fluorinated complex, [CpMo(CO)3BzF5], proved to be superior to the non-fluorinated derivative in activity and selectivity with a variety of substrates. This can be explained via X-ray crystallography analysis and with the help of density functional theory (DFT) calculations. Besides, both compounds were applied in two-phase catalytic reactions. Recycling for multiple catalytic runs is achieved without a significant loss of activity.

Graphical abstract: Aryl-substituted organomolybdenum(ii) complexes as olefin epoxidation catalysts

Supplementary files

Article information

Article type
Paper
Submitted
25 Mar 2015
Accepted
11 May 2015
First published
13 May 2015
This article is Open Access
Creative Commons BY-NC license

Catal. Sci. Technol., 2015,5, 4772-4777

Aryl-substituted organomolybdenum(II) complexes as olefin epoxidation catalysts

L. Graser, R. M. Reich, M. Cokoja, A. Pöthig and F. E. Kühn, Catal. Sci. Technol., 2015, 5, 4772 DOI: 10.1039/C5CY00447K

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements