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Selective Hydrodefluorination of Hexafluoropropene to 
Industrially Relevant Hydrofluoroolefins

preprint
submitted on 10.02.2019, 17:59 and posted on 11.02.2019, 17:41 by Mark Crimmin, Andrew J. P. White, Nicholas A. Phillips
The selective hydrodefluorination of hexafluoropropene to 
HFO-1234ze and HFO-1234yf can be achieved by reaction with simple group 13 hydrides of the form EH3L (E = B, Al; L = SMe2, NMe3). The chemoselectivity varies depending on the nature of the group 13 element. A combination of experiments and DFT calculations show that competitive nucleophilic vinylic substitution and addition-elimination mechanisms involving hydroborated intermediates lead to complementary selectivities.

Funding

We are grateful to the European Research Council (FluoroFix:677367) and the Royal Society (UF090149).

History

Email Address of Submitting Author

m.crimmin@imperial.ac.uk

Institution

Imperial College London

Country

UK

ORCID For Submitting Author

0000-0002-9339-9182

Declaration of Conflict of Interest

Aspects of this work are the subject of UK patent application number 1810647.6 filed 28th June 2018 in collaboration with Imperial Innovations

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