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Oxidative carboxylation of 1-Decene to 1,2-Decylene carbonate

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posted on 20.04.2018 by Rebecca V. Engel, Raiedhah Alsaiari, Ewa Nowicka, Samuel Pattisson, Peter J. Miedziak, Simon Kondrat, David J. Morgan, Graham J. Hutchings
© 2018 The Author(s) Cyclic carbonates are valuable chemicals for the chemical industry and thus, their efficient synthesis is essential. Commonly, cyclic carbonates are synthesised in a two-step process involving the epoxidation of an alkene and a subsequent carboxylation to the cyclic carbonate. To couple both steps into a direct oxidative carboxylation reaction would be desired from an economical view point since additional work-up procedures can be avoided. Furthermore, the efficient sequestration of CO 2 , a major greenhouse gas, would also be highly desirable. In this work, the oxidative carboxylation of 1-decene is investigated using supported gold catalysts for the epoxidation step and tetrabutylammonium bromide in combination with zinc bromide for the cycloaddition of carbon dioxide in the second step. The compatibility of the catalysts for both steps is explored and a detailed study of catalyst deactivation using X-ray photoelectron spectroscopy and scanning electron microscopy is reported. Promising selectivity of the 1,2-decylene carbonate is observed using a one-pot two-step approach.

Funding

The authors acknowledge funding from the European Research Council (“After the Goldrush” ERC-2011-AdG-291319).

History

School

  • Science

Department

  • Chemistry

Published in

Topics in Catalysis

Pages

1 - 10

Citation

ENGEL, R.V. ...et al., 2018. Oxidative carboxylation of 1-Decene to 1,2-Decylene carbonate. Topics in Catalysis, In Press.

Publisher

© The Authors. Published by Springer

Version

VoR (Version of Record)

Publisher statement

This work is made available according to the conditions of the Creative Commons Attribution 4.0 International (CC BY 4.0) licence. Full details of this licence are available at: http://creativecommons.org/licenses/ by/4.0/

Publication date

2018

Notes

This is an Open Access Article. It is published by Springer under the Creative Commons Attribution 4.0 Unported Licence (CC BY). Full details of this licence are available at: http://creativecommons.org/licenses/by/4.0/

ISSN

1022-5528

Language

en

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