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    The Dual Role of Benzophenone in Visible-Light/Nickel Photoredox-Catalyzed C−H Arylations: Hydrogen-Atom Transfer and Energy Transfer

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    Type
    Article
    Authors
    Dewanji, Abhishek
    Krach, Patricia E.
    Rueping, Magnus cc
    KAUST Department
    Chemical Science Program
    KAUST Catalysis Center (KCC)
    Physical Science and Engineering (PSE) Division
    Date
    2019-02-18
    Online Publication Date
    2019-02-18
    Print Publication Date
    2019-03-11
    Permanent link to this record
    http://hdl.handle.net/10754/631786
    
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    Abstract
    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
    Wiley
    Journal
    Angewandte Chemie
    DOI
    10.1002/anie.201901327
    10.1002/ange.201901327
    Additional Links
    https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201901327
    ae974a485f413a2113503eed53cd6c53
    10.1002/anie.201901327
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

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