Selective Hydrodefluorination of Hexafluoropropene to 
Industrially Relevant Hydrofluoroolefins

11 February 2019, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

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.

Keywords

Hydrodefluorination
hexafluoropropene
borane reagents
alanes

Supplementary materials

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SI 7th
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