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    Selective benzylic Csp3–H bond activations mediated by a phosphorus–nitrogen PN3P-nickel complex

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    Type
    Article
    Authors
    Huang, Kuo-Wei cc
    Yao, Changguang
    Zhang, Tonghuan
    Goncalves, Theo
    KAUST Department
    Chemical Science Program
    KAUST Catalysis Center (KCC)
    Physical Science and Engineering (PSE) Division
    KAUST Catalysis Center and Division of Physical Sciences and Engineering, King Abdullah University of Science and Technology, Thuwal 23955-6900, Saudi Arabia.
    Date
    2022
    Embargo End Date
    2023-01-05
    Permanent link to this record
    http://hdl.handle.net/10754/674872
    
    Metadata
    Show full item record
    Abstract
    In contrast to the typical Csp2−H activation, a PN3P-Nickel complex chemoselectively cleaved the benzylic Csp3–H bond of toluene in the presence of KHMDS, presumably via an in situ generated potassium benzyl intermediate. Under similar conditions, CO underwent deoxygenation to afford the corresponding nickel cyano complex, and ethylbenzene was dehydrogenated to give styrene and a nickel hydride compound. 2,6-xylyl isocyanide was transformed into an unprecedented indolyl complex, likely by trapping the activated benzyl species with a isocyanide moiety.
    Citation
    Huang, K.-W., Yao, C., Zhang, T., & Goncalves, T. P. (2022). Selective benzylic Csp3–H bond activations mediated by a phosphorus–nitrogen PN3P-nickel complex. Chemical Communications. doi:10.1039/d1cc06507f
    Publisher
    Royal Society of Chemistry (RSC)
    Journal
    Chemical Communications
    DOI
    10.1039/d1cc06507f
    Additional Links
    http://pubs.rsc.org/en/Content/ArticleLanding/2022/CC/D1CC06507F
    ae974a485f413a2113503eed53cd6c53
    10.1039/d1cc06507f
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

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