Research on the design, synthesis, and catalytic activity of chiral N-heterocyclic carbene ligand-metal complexes

Kensuke Usui, Takuya Yoshida, Masahisa Nakada

    Research output: Contribution to journalArticle

    7 Citations (Scopus)

    Abstract

    New chiral C2 symmetric N-heterocyclic carbene (NHC) ligands with a binaphthyl backbone have been synthesized. X-ray crystallographic analysis of the new NHC-AuCl complex revealed that the phenyl groups of the binaphthyl backbone sterically regulated the direction of the nitrogen substituents of the imidazolylidene which would induce enantioselectivity in reactions. The new cationic NHC-Au(I) complexes efficiently catalyzed the cyclization of a 1,6-ene-yne and the intermediate of the cyclization was trapped by MeOH to afford the final product in high yields with up to 44% ee.

    Original languageEnglish
    Pages (from-to)107-113
    Number of pages7
    JournalTetrahedron Asymmetry
    Volume27
    Issue number2-3
    DOIs
    Publication statusPublished - 2016 Feb 15

    Fingerprint

    Cyclization
    Coordination Complexes
    carbenes
    Metal complexes
    catalytic activity
    Catalyst activity
    Ligands
    ligands
    Enantioselectivity
    synthesis
    metals
    Nitrogen
    X rays
    nitrogen
    products
    carbene
    x rays

    ASJC Scopus subject areas

    • Organic Chemistry
    • Inorganic Chemistry
    • Physical and Theoretical Chemistry
    • Catalysis

    Cite this

    Research on the design, synthesis, and catalytic activity of chiral N-heterocyclic carbene ligand-metal complexes. / Usui, Kensuke; Yoshida, Takuya; Nakada, Masahisa.

    In: Tetrahedron Asymmetry, Vol. 27, No. 2-3, 15.02.2016, p. 107-113.

    Research output: Contribution to journalArticle

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