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Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
Isostructural chiral metal-organic frameworks for enantioselective luminescence sensing of 1-phenyl-1,2-ethanediol
Chenghua Deng1, Zitong Wang1, Jinhong Li1
1Department of Chemistry, The University of Chicago, Chicago, Illinois 60637, USA. wenbinlin@uchicago.edu.
Abstract:
We report the synthesis of isostructural chiral metal-organic frameworks (CMOFs), Zn-L-(Et)2, Zn-L-Me and Zn-L, based on Zn2 paddle-wheel secondary building units and three 1,1'-bi-2-naphthol (BINOL)-derived tetrabenzoate ligands [L-(Et)2, L-Me, and L], featuring different alkyl substituents at the 2,2'-hydroxyl positions. These CMOFs were evaluated as luminescent sensors for the enantiomers of 1-phenyl-1,2-ethanediol (PE). All three CMOF sensors exhibited selective quenching of S-PE over R-PE, with significantly higher quenching efficiencies than their corresponding free ligands. The presence of hydroxyl groups induced nonlinear quenching behaviour toward S-PE, further enhancing quenching efficiency. Notably, Zn-L-Me and Zn-L showed exponential quenching responses as a function of enantiomeric excess (ee) at a PE concentration of 1.6 mM.
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