Recent Advances in C-F Bond Cleavage Enabled by Visible Light Photoredox Catalysis

The creation of new bonds via C-F bond cleavage of readily available per- or oligofluorinated compounds has received growing interest. Using such a strategy, a myriad of valuable partially fluorinated products can be prepared, which otherwise are difficult to make by the conventional C-F bond format...

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Autor principal: Lei Zhou
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Publicado: MDPI AG 2021
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spelling oai:doaj.org-article:bc3c13fd728845c3af7dbafb5a1b209d2021-11-25T18:29:27ZRecent Advances in C-F Bond Cleavage Enabled by Visible Light Photoredox Catalysis10.3390/molecules262270511420-3049https://doaj.org/article/bc3c13fd728845c3af7dbafb5a1b209d2021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/22/7051https://doaj.org/toc/1420-3049The creation of new bonds via C-F bond cleavage of readily available per- or oligofluorinated compounds has received growing interest. Using such a strategy, a myriad of valuable partially fluorinated products can be prepared, which otherwise are difficult to make by the conventional C-F bond formation methods. Visible light photoredox catalysis has been proven as an important and powerful tool for defluorinative reactions due to its mild, easy to handle, and environmentally benign characteristics. Compared to the classical C-F activation that proceeds via two-electron processes, radicals are the key intermediates using visible light photoredox catalysis, providing new modes for the cleavage of C-F bonds. In this review, a summary of the visible light-promoted C-F bond cleavage since 2018 was presented. The contents were classified by the fluorosubstrates, including polyfluorinated arenes, <i>gem</i>-difluoroalkenes, trifluoromethyl arenes, and trifluoromethyl alkenes. An emphasis is placed on the discussion of the mechanisms and limitations of these reactions. Finally, my personal perspective on the future development of this rapidly emerging field was provided.Lei ZhouMDPI AGarticlevisible lightradicalC-F bondcleavagephotoredoxOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 7051, p 7051 (2021)
institution DOAJ
collection DOAJ
language EN
topic visible light
radical
C-F bond
cleavage
photoredox
Organic chemistry
QD241-441
spellingShingle visible light
radical
C-F bond
cleavage
photoredox
Organic chemistry
QD241-441
Lei Zhou
Recent Advances in C-F Bond Cleavage Enabled by Visible Light Photoredox Catalysis
description The creation of new bonds via C-F bond cleavage of readily available per- or oligofluorinated compounds has received growing interest. Using such a strategy, a myriad of valuable partially fluorinated products can be prepared, which otherwise are difficult to make by the conventional C-F bond formation methods. Visible light photoredox catalysis has been proven as an important and powerful tool for defluorinative reactions due to its mild, easy to handle, and environmentally benign characteristics. Compared to the classical C-F activation that proceeds via two-electron processes, radicals are the key intermediates using visible light photoredox catalysis, providing new modes for the cleavage of C-F bonds. In this review, a summary of the visible light-promoted C-F bond cleavage since 2018 was presented. The contents were classified by the fluorosubstrates, including polyfluorinated arenes, <i>gem</i>-difluoroalkenes, trifluoromethyl arenes, and trifluoromethyl alkenes. An emphasis is placed on the discussion of the mechanisms and limitations of these reactions. Finally, my personal perspective on the future development of this rapidly emerging field was provided.
format article
author Lei Zhou
author_facet Lei Zhou
author_sort Lei Zhou
title Recent Advances in C-F Bond Cleavage Enabled by Visible Light Photoredox Catalysis
title_short Recent Advances in C-F Bond Cleavage Enabled by Visible Light Photoredox Catalysis
title_full Recent Advances in C-F Bond Cleavage Enabled by Visible Light Photoredox Catalysis
title_fullStr Recent Advances in C-F Bond Cleavage Enabled by Visible Light Photoredox Catalysis
title_full_unstemmed Recent Advances in C-F Bond Cleavage Enabled by Visible Light Photoredox Catalysis
title_sort recent advances in c-f bond cleavage enabled by visible light photoredox catalysis
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/bc3c13fd728845c3af7dbafb5a1b209d
work_keys_str_mv AT leizhou recentadvancesincfbondcleavageenabledbyvisiblelightphotoredoxcatalysis
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