Journal
MOLECULES
Volume 26, Issue 22, Pages -Publisher
MDPI
DOI: 10.3390/molecules26227051
Keywords
visible light; radical; C-F bond; cleavage; photoredox
Funding
- National Nature Science Foundation of China
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By utilizing visible light photoredox catalysis, researchers are able to cleave C-F bonds and prepare valuable partially fluorinated products. This method is milder, easier to handle, and environmentally friendly compared to conventional C-F bond formation methods.
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, gem-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.
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