Synthesis of a new chiral C2-symmetric NHC-AuCl complex

Naoya Okitsu, Takuya Yoshida, Kensuke Usui, Masahisa Nakada

    Research output: Contribution to journalArticle

    5 Citations (Scopus)

    Abstract

    A New chiral C2 symmetric NHC ligand with two binaphthyl units has been synthesized. The new NHC ligand features two seven-membered rings that link the imidazolylidene with the binaphthyl units. X-Ray crystallographic analysis of the new NHC-AuCl complex indicates that the Au-Cl bond is located between the phenyl groups of the binaphthyl units and suggests that this arrangement could induce enantioselectivity in reactions. Indeed, catalytic asymmetric ene-yne cyclization of 2b in the presence of a catalytic amount (5 mol%) of cationic complex of 13 quantitatively afforded the cyclized product with 78% ee.

    Original languageEnglish
    Pages (from-to)720-732
    Number of pages13
    JournalHeterocycles
    Volume92
    Issue number4
    DOIs
    Publication statusPublished - 2016

    ASJC Scopus subject areas

    • Analytical Chemistry
    • Organic Chemistry
    • Pharmacology

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