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Selective Hydrodefluorination of Hexafluoropropene to 
Industrially Relevant Hydrofluoroolefins

preprint
submitted on 10.02.2019 and posted on 11.02.2019 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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