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

Naoya Okitsu, Takuya Yoshida, Kensuke Usui, Masahisa Nakada

Research output: Contribution to journalArticlepeer-review

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
  • Pharmacology
  • Organic Chemistry

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