Chiral ruthenium-oxo complexes for enantioselective epoxidation of trans-stilbene

Wing Yiu Yu, Wai Hong Fung, Jia Ling Zhu, Kung Kai Cheung, Kwok Keung Ho, Chi Ming Che

Research output: Journal article publicationJournal articleAcademic researchpeer-review

13 Citations (Scopus)

Abstract

Two oxoruthenium(IV) complexes containing C2symmetric 1,1′-biisoquinoline (biqn) and (R,R)-3,3′-(1,2-dimethylethylenedioxy)-2,2′-bipyridine (diopy*) were prepared, and both are active oxidants for alkene epoxidations. The oxidation of styrene and cis- and trans-β-methylstyrenes by [(Cn)(diopy*)-RuIV(O)](ClO4)2did not proceed enantioselectively, but the same oxidant can attain a moderate enantioselectivity of 33%ee for the trans-stilbene oxidation to trans-stilbene oxide. A head-on approach model, where the C=C is directed from the top to the O=Ru moiety, is proposed to account for the facial differentiation of the trans-stilbene oxidation.
Original languageEnglish
Pages (from-to)341-349
Number of pages9
JournalJournal of the Chinese Chemical Society
Volume46
Issue number3
DOIs
Publication statusPublished - 1 Jan 1999
Externally publishedYes

Keywords

  • Asymmetric epoxidation
  • Oxidation
  • Ruthenium
  • Trans-stilbene

ASJC Scopus subject areas

  • Chemistry(all)

Cite this