Activation of pentafluoropropane isomers at a nanoscopic aluminum chlorofluoride: hydrodefluorination versus dehydrofluorination

The hydrofluorocarbon 245 isomers, 1,1,1,3,3-pentafluoropropane, 1,1,1,2,2- pentafluoropropane, and 1,1,1,2,3-pentafluoropropane (HFC-245fa, HFC-245cb, and HFC-245eb) were activated through C–F bond activations using aluminium chlorofluoride (ACF) as a catalyst. The addition of the hydrogen source E...

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Autores principales: Kervarec, Maëva-Charlotte, Braun, Thomas, Ahrens, Mike, Kemnitz, Erhard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7590627/
https://www.ncbi.nlm.nih.gov/pubmed/33133293
http://dx.doi.org/10.3762/bjoc.16.213
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author Kervarec, Maëva-Charlotte
Braun, Thomas
Ahrens, Mike
Kemnitz, Erhard
author_facet Kervarec, Maëva-Charlotte
Braun, Thomas
Ahrens, Mike
Kemnitz, Erhard
author_sort Kervarec, Maëva-Charlotte
collection PubMed
description The hydrofluorocarbon 245 isomers, 1,1,1,3,3-pentafluoropropane, 1,1,1,2,2- pentafluoropropane, and 1,1,1,2,3-pentafluoropropane (HFC-245fa, HFC-245cb, and HFC-245eb) were activated through C–F bond activations using aluminium chlorofluoride (ACF) as a catalyst. The addition of the hydrogen source Et(3)SiH is necessary for the activation of the secondary and tertiary C–F bonds. Multiple C–F bond activations such as hydrodefluorinations and dehydrofluorinations were observed, followed by hydroarylation and Friedel–Crafts-type reactions under mild conditions.
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spelling pubmed-75906272020-10-30 Activation of pentafluoropropane isomers at a nanoscopic aluminum chlorofluoride: hydrodefluorination versus dehydrofluorination Kervarec, Maëva-Charlotte Braun, Thomas Ahrens, Mike Kemnitz, Erhard Beilstein J Org Chem Full Research Paper The hydrofluorocarbon 245 isomers, 1,1,1,3,3-pentafluoropropane, 1,1,1,2,2- pentafluoropropane, and 1,1,1,2,3-pentafluoropropane (HFC-245fa, HFC-245cb, and HFC-245eb) were activated through C–F bond activations using aluminium chlorofluoride (ACF) as a catalyst. The addition of the hydrogen source Et(3)SiH is necessary for the activation of the secondary and tertiary C–F bonds. Multiple C–F bond activations such as hydrodefluorinations and dehydrofluorinations were observed, followed by hydroarylation and Friedel–Crafts-type reactions under mild conditions. Beilstein-Institut 2020-10-23 /pmc/articles/PMC7590627/ /pubmed/33133293 http://dx.doi.org/10.3762/bjoc.16.213 Text en Copyright © 2020, Kervarec et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Kervarec, Maëva-Charlotte
Braun, Thomas
Ahrens, Mike
Kemnitz, Erhard
Activation of pentafluoropropane isomers at a nanoscopic aluminum chlorofluoride: hydrodefluorination versus dehydrofluorination
title Activation of pentafluoropropane isomers at a nanoscopic aluminum chlorofluoride: hydrodefluorination versus dehydrofluorination
title_full Activation of pentafluoropropane isomers at a nanoscopic aluminum chlorofluoride: hydrodefluorination versus dehydrofluorination
title_fullStr Activation of pentafluoropropane isomers at a nanoscopic aluminum chlorofluoride: hydrodefluorination versus dehydrofluorination
title_full_unstemmed Activation of pentafluoropropane isomers at a nanoscopic aluminum chlorofluoride: hydrodefluorination versus dehydrofluorination
title_short Activation of pentafluoropropane isomers at a nanoscopic aluminum chlorofluoride: hydrodefluorination versus dehydrofluorination
title_sort activation of pentafluoropropane isomers at a nanoscopic aluminum chlorofluoride: hydrodefluorination versus dehydrofluorination
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7590627/
https://www.ncbi.nlm.nih.gov/pubmed/33133293
http://dx.doi.org/10.3762/bjoc.16.213
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