New chiral 2,2′:6′,2″-terpyridine ligands from the chiral pool: Synthesis, crystal structure of a rhodium complex and uses in copper- and rhodium-catalyzed enantioselective cyclopropanation of styrene

Hoi Lun Kwong, Wing Leung Wong, Wing Sze Lee, Leung Shi Cheng, Wing Tak Wong

Research output: Journal article publicationJournal articleAcademic researchpeer-review

45 Citations (Scopus)

Abstract

A number of chiral C2-symmetric 2,2′:6′,2″ terpyridines L1-L4were synthesized in moderate to good yields from commercially available chiral materials. Copper(II) and rhodium(III) chloride complexes of these ligands were prepared in good yields. The Rh(L2)Cl3complex was isolated as a yellow crystalline solid and characterized by X-ray crystallography. Both Cu(L)(OTf)2and Rh(L)(OTf)3were found to be active catalysts in the cyclopropanation of styrene with ethyl diazoacetate. Enantioselectivity up to 82% e.e. was observed.
Original languageEnglish
Pages (from-to)2683-2694
Number of pages12
JournalTetrahedron Asymmetry
Volume12
Issue number19
DOIs
Publication statusPublished - 30 Oct 2001
Externally publishedYes

ASJC Scopus subject areas

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

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