Stimuli responsive asymmetric catalysis by triggered pseudo-enantiomeric proligand release

Sam A. Spring, Sean Goggins, Christopher G. Frost

Research output: Contribution to journalArticlepeer-review


Complex stimuli responsive systems are the basis for molecular machines and computing. A dual psuedo-enantiomer system was conceived, where the combination of two 'switch-on' asymmetric catalytic cycles could be selectively triggered to afford an enantioenriched product. Two pseudo-enantiomeric proligands were designed and synthesised for selective activation by fluoride and alkaline phosphatase. The proligands were firstly incorporated into single proligand systems, and then into a dual proligand system, where enantioselectivity of up to 98 : 2 was achieved in the reduction of prochiral ketone following external stimulation.

Original languageEnglish
Pages (from-to)2194-2199
Number of pages6
JournalOrganic & Biomolecular Chemistry
Issue number11
Early online date23 Feb 2022
Publication statusPublished - 16 Mar 2022

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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