The Dual Role of Benzophenone in Visible-Light/Nickel Photoredox-Catalyzed C−H Arylations: Hydrogen-Atom Transfer and Energy Transfer
Type
ArticleKAUST Department
Chemical Science ProgramKAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2019-02-18Online Publication Date
2019-02-18Print Publication Date
2019-03-11Permanent link to this record
http://hdl.handle.net/10754/631786
Metadata
Show full item recordAbstract
A dual catalytic protocol for the direct arylation of non-activated C(sp3)−H bonds has been developed. Upon photochemical excitation, the excited triplet state of a diaryl ketone photosensitizer abstracts a hydrogen atom from an aliphatic C−H bond. This inherent reactivity was exploited for the generation of benzylic radicals which subsequently enter a nickel catalytic cycle, accomplishing the benzylic arylation.Citation
Dewanji A, Krach PE, Rueping M (2019) The Dual Role of Benzophenone in Visible-Light/Nickel Photoredox-Catalyzed C−H Arylations: Hydrogen-Atom Transfer and Energy Transfer. Angewandte Chemie International Edition 58: 3566–3570. Available: http://dx.doi.org/10.1002/anie.201901327.Sponsors
P.E.K. thanks the Deutsche Bundesstiftung Umwelt for financial support. We thank Marc Jentsch for helping us with CV measurements. The research leading to these results has received funding from the European Research Council under the European Union's Seventh Framework Programme (FP/2007-2013)/ERC Grant Agreement no. 617044 (SunCatChem).Publisher
WileyJournal
Angewandte ChemieAdditional Links
https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201901327ae974a485f413a2113503eed53cd6c53
10.1002/anie.201901327