Asymmetric hydrogenation of quinolines with recyclable and air-stable iridium catalyst systems

Sau Hing Chan, Kim Hung Lam, Yue Ming Li, Lijin Xu, Weijun Tang, Fuk Loi Lam, Wai Hung Lo, Wing Yiu Yu, Qinghua Fan, Albert S.C. Chan

Research output: Journal article publicationJournal articleAcademic researchpeer-review

45 Citations (Scopus)

Abstract

The iridium complex-catalyzed asymmetric hydrogenation of quinolines in a DMPEG/hexane biphasic system was studied. Catalysts with C2-symmetric ligands such as Xyl-P-Phos, Cl-MeO-BIPHEP, SYNPHOS, and DifluorPhos are highly effective for this type of reaction. Most of the catalysts tested can be retained in DMPEG (Mn= 500), and the asymmetric hydrogenation of various quinoline substrates can be carried out in DMPEG/hexane biphasic system with up to 92% ee. The catalysts and the products can be separated via simple phase separation, and the reactivity/stereoselectivity of the catalysts can be retained for at least three reaction cycles.
Original languageEnglish
Pages (from-to)2625-2631
Number of pages7
JournalTetrahedron Asymmetry
Volume18
Issue number22
DOIs
Publication statusPublished - 12 Nov 2007
Externally publishedYes

ASJC Scopus subject areas

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

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