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Selective hydrodefluorination of hexafluoropropene to industrially relevant hydrofluoroolefins

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Title: Selective hydrodefluorination of hexafluoropropene to industrially relevant hydrofluoroolefins
Authors: Phillips, N
White, A
Crimmin, M
Item Type: Journal Article
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 EH3 ⋅ L (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.
Issue Date: 11-Jul-2019
Date of Acceptance: 30-Apr-2019
URI: http://hdl.handle.net/10044/1/70198
DOI: 10.1002/adsc.201900234
ISSN: 1615-4150
Publisher: Wiley
Start Page: 3351
End Page: 3358
Journal / Book Title: Advanced Synthesis & Catalysis
Volume: 361
Issue: 14
Copyright Statement: © 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim. This is the accepted version of the article N. A. Phillips, A. J. P. White, M. R. Crimmin, Adv. Synth. Catal. 2019, 361, 3351, which has been published in final form at https://dx.doi.org/10.1002/adsc.201900234
Sponsor/Funder: Commission of the European Communities
Funder's Grant Number: 677367
Keywords: Science & Technology
Physical Sciences
Chemistry, Applied
Chemistry, Organic
Chemistry
Hydrodefluorination
HFO-1234ze
HFO-1234yf
Alane
Hydroboration
LEWIS-BASE COMPLEXES
F BOND ACTIVATION
CATALYZED HYDROBORATION
BORANE
MECHANISM
ALKENES
RHODIUM
DIBORANE
FAILURE
BORON
Organic Chemistry
0305 Organic Chemistry
0904 Chemical Engineering
0302 Inorganic Chemistry
Publication Status: Published
Open Access location: https://chemrxiv.org/articles/Selective_Hydrodefluorination_of_Hexafluoropropene_to_Industrially_Relevant_Hydrofluoroolefins/7699970
Article Number: adsc.201900234
Online Publication Date: 2019-05-23
Appears in Collections:Chemistry
Faculty of Natural Sciences



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