Enantioselective hydroxylation of benzylic C-H bonds by D4-symmetric chiral oxoruthenium porphyrins

Rui Zhang, Wing Yiu Yu, Tat Shing Lai, Chi Ming Che

Research output: Journal article publicationJournal articleAcademic researchpeer-review

85 Citations (Scopus)

Abstract

A D4-symmetric chiral dioxoruthenium(VI) porphyrin can effect stoichiometric and catalytic enantioselective hydroxylation of benzylic C-H bonds to give enantioenriched aryl alcohols, the highest ee of 76% being attained in the catalytic oxidation of 4-ethyltoluene with 2,6-dichloropyridine N-oxide as terminal oxidant; the oxidations proceed via a rate-limiting H-atom abstraction to germinate a benzylic radical intermediate.
Original languageEnglish
Pages (from-to)1791-1792
Number of pages2
JournalChemical Communications
Issue number18
DOIs
Publication statusPublished - 21 Sep 1999
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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