Aluminum(salen) complexes as catalysts for the kinetic resolution of terminal epoxides via CO2 coupling

Michael North*, Sophie C Z Quek, Natalie E. Pridmore, Adrian C. Whitwood, Xiao Wu

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)

Abstract

The development of inexpensive and sustainable aluminum(salen) complexes as catalysts for the kinetic resolution of terminal epoxides is described. The kinetic resolution is carried out under mild conditions (0-25 °C and 1 bar of CO2 pressure) in the presence of tetrabutylammonium bromide as co-catalyst in the absence of solvent. The relative rate of reaction of the two epoxide enantiomers (krel) is substrate dependent, and the highest krel obtained was 15.4, using N-(2,3-epoxypropyl)diphenylamine as substrate.

Original languageEnglish
Pages (from-to)3398-3402
Number of pages5
JournalACS Catalysis
Volume5
Issue number6
DOIs
Publication statusPublished - 5 Jun 2015

Keywords

  • aluminum(salen)
  • catalysis
  • cyclic carbonate
  • epoxide
  • kinetic resolution

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