Journal
ORGANIC LETTERS
Volume 24, Issue 1, Pages 446-450Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c04139
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- Oklahoma State University (OSU)
- National Science Foundation (NSF) [CHE-1847583]
- NSF [OAC-1531128]
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Using a substituted hydroquinone catalyst to promote radical perfluoroalkylation reactions, the mechanism involves the formation of a visible light-absorbing halogen bonding complex, leading to the opening of novel synthetic pathways.
Exploiting charge-transfer complexes in visible lightpromoted single-electron redox reactions is a promising route for opening novel synthetic pathways, and catalytic approaches to complex formation are critical for facilitating this chemistry. This report describes the use of a substituted hydroquinone catalyst to promote radical perfluoroalkylation reactions. Mechanistic studies indicate that the reaction is initiated through formation of a visible light-absorbing halogen bonding complex between the hydroquinone catalyst and the perfluoroalkyl halide radical precursor.
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