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Stimuli responsive asymmetric catalysis by triggered pseudo-enantiomeric proligand release
Sam A Spring1, Sean Goggins2, Christopher G Frost3
1Department of Chemistry, University of Warwick, Coventry, CV4 7AL, UK. sam.spring@warwick.ac.uk.
Abstract:
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.
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