The Dual Role of Benzophenone in Visible-Light/Nickel Photoredox-Catalyzed C−H Arylations: Hydrogen-Atom Transfer and Energy Transfer
KAUST DepartmentChemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Online Publication Date2019-02-18
Print Publication Date2019-03-11
Permanent link to this recordhttp://hdl.handle.net/10754/631786
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AbstractA 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.
CitationDewanji 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.
SponsorsP.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).