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    Synthesis and characterization of a cationic phthalimido-functionalized N-heterocyclic carbene complex of palladium(II) and its catalytic activity

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    Type
    Article
    Authors
    Goh, Li Min Serena
    Hogerl, Manuel Peter
    Jokic̈, Nadežda B.
    Tanase, Alexandrina D.
    Bechlars, Bettina
    Baratta, Walter
    Mínk, János
    Kühn, Fritz
    KAUST Department
    KAUST Catalysis Center (KCC)
    Chemical Science Program
    Date
    2014-01-29
    Online Publication Date
    2014-01-29
    Print Publication Date
    2014-03
    Permanent link to this record
    http://hdl.handle.net/10754/563359
    
    Metadata
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    Abstract
    A cationic phthalimido-functionalized N-heterocyclic carbene (NHC) palladium(II) complex has been synthesized from [3-methyl-1-(2′- phthalimidoethyl)imidazolium] hexafluorophosphate ([NHCMe,PhtH] PF6) by transmetalation and isolated in 67 % yield. The title complex has been applied as catalyst in the Suzuki-Miyaura cross-coupling reaction under benign aqueous conditions. The catalyst is active without any observable initiation period. High average turnover frequencies (TOFs) of up to 55000 h-1 have been reached with catalyst concentrations as low as 0.01 mol-%. A cationic phthalimido-functionalized N-heterocyclic carbene (NHC) palladium(II) complex has been prepared in high yield. The complex was activated instantly, without an initiation period, in the Suzuki-Miyaura cross-coupling reaction under benign aqueous aerobic conditions. Turnover frequencies (TOFs) up to 55000 h-1, were achieved with 0.01 mol-% of the complex. Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
    Citation
    Goh, S. L. M., Högerl, M. P., Jokić, N. B., Tanase, A. D., Bechlars, B., Baratta, W., … Kühn, F. E. (2014). Synthesis and Characterization of a Cationic Phthalimido-Functionalized N-Heterocyclic Carbene Complex of Palladium(II) and Its Catalytic Activity. European Journal of Inorganic Chemistry, 2014(7), 1225–1230. doi:10.1002/ejic.201301277
    Sponsors
    The Bayerische Forschungsstiftung is acknowledged for a Ph. D. grant to S. L. M. G., Wacker Insitut fur Silicium Chemie at TUM, Wacker AG is acknowledged for a Ph. D. grant to M. P. H., Universitat Bayern e. V. is acknowledged for a Ph. D. fellowship to N. B. J., and the Bavarian Elite Network NanoCat is acknowledged for a Ph. D. fellowship to A. D. T. The International Graduate School of Science and Engineering (IGSSE) and the Technische Universitat Munchen Graduate School are acknowledged for additional financial support.
    Publisher
    Wiley
    Journal
    European Journal of Inorganic Chemistry
    DOI
    10.1002/ejic.201301277
    Relations
    Is Supplemented By:
    • [Dataset]
      Goh, S. L. M., Högerl, M. P., Jokić, N. B., Tanase, A. D., Bechlars, B., Baratta, W., … Kühn, F. E. (2014). CCDC 806717: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccw2g4j. DOI: 10.5517/ccw2g4j HANDLE: 10754/624629
    ae974a485f413a2113503eed53cd6c53
    10.1002/ejic.201301277
    Scopus Count
    Collections
    Articles; Chemical Science Program; KAUST Catalysis Center (KCC)

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