Confirmation of chirality in homogeneous and heterogeneous salen-based catalysts

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

The extent to which diastereomeric excess (de) of epoxide products is influenced by the structure of the chiral olefin substrate has been assessed for two enantiomers of limonene and two enantiomers of pinene and using a number of homogeneous and heterogeneous [Mn(salen)]-based catalysts, based on both chiral and achiral structures. No evidence was obtained to suggest that double asymmetric induction took place, but instead results indicate that the stereoselectivity of the epoxide product was governed wholly by the substrate. Results call into question the use of such substrates alone in drawing conclusions regarding the nature of presumed stereogenic centers in such catalysts.

Original languageEnglish
Pages (from-to)699-703
Number of pages5
JournalChemCatChem
Volume3
Issue number4
Early online date27 Jan 2011
DOIs
Publication statusPublished - 11 Apr 2011

Keywords

  • asymmetric catalysis
  • chirality
  • epoxidation
  • homogeneous catalysis
  • supported catalysts
  • hydroxide-hosted catalysys
  • Jacobsen-type catalysts
  • asymmetric epoxidation
  • enantioselective epoxidation
  • unfunctionalized olefins
  • molecular-oxygen
  • stereoselective epoxidation
  • mesoporous materials
  • zeolitic hosts
  • complexes

Cite this

Confirmation of chirality in homogeneous and heterogeneous salen-based catalysts. / McCue, Alan J.; Wells, Richard P. K.; Anderson, James A.

In: ChemCatChem, Vol. 3, No. 4, 11.04.2011, p. 699-703.

Research output: Contribution to journalArticle

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KW - asymmetric catalysis

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KW - homogeneous catalysis

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KW - hydroxide-hosted catalysys

KW - Jacobsen-type catalysts

KW - asymmetric epoxidation

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KW - molecular-oxygen

KW - stereoselective epoxidation

KW - mesoporous materials

KW - zeolitic hosts

KW - complexes

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