C,O-Chelated BINOL/Gold(III) Complexes: Synthesis and Catalysis with Tunable Product Profiles

Jian Fang Cui, Hok Ming Ko, Ka Pan Shing, Jie Ren Deng, Nathanael Chun Him Lai, Man Kin Wong

Research output: Journal article publicationJournal articleAcademic researchpeer-review

33 Citations (Scopus)

Abstract

� 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Unprecedented stable BINOL/gold(III) complexes, adopting a novel C,O-chelation mode, were synthesized by a modular approach through combination of 1,1′-binaphthalene-2,2′-diols (BINOLs) and cyclometalated gold(III) dichloride complexes [(C^N)AuCl2]. X-ray crystallographic analysis revealed that the bidentate BINOL ligands tautomerized and bonded to the AuIIIatom through C,O-chelation to form a five-membered ring instead of the conventional O,O′-chelation giving a seven-membered ring. These gold(III) complexes catalyzed acetalization/cycloisomerization and carboalkoxylation of ortho-alkynylbenzaldehydes with trialkyl orthoformates.
Original languageEnglish
Pages (from-to)3074-3079
Number of pages6
JournalAngewandte Chemie - International Edition
Volume56
Issue number11
DOIs
Publication statusPublished - 1 Jan 2017

Keywords

  • chelates
  • gold
  • isomerization
  • ligand effects
  • structure elucidation

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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