Selective benzylic Csp3–H bond activations mediated by a phosphorus–nitrogen PN3P-nickel complex
KAUST DepartmentChemical 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.
Embargo End Date2023-01-05
Permanent link to this recordhttp://hdl.handle.net/10754/674872
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AbstractIn 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.
CitationHuang, 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
PublisherRoyal Society of Chemistry (RSC)