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Glucose binding drives reconfiguration of a dynamic library of urea‐containing metal‐organic assemblies

DOI: 10.1002/anie.202014568 DOI Help

Authors: Dong Yang (University of Cambridge) , Larissa K. S. Von Krbek (University of Cambridge) , Le Yu (Northwest University) , Tanya Ronson (University of Cambridge) , John D. Thoburn (Randolph Macon College) , John P. Carpenter (University of Cambridge) , Jake L. Greenfield (University of Cambridge) , Duncan J. Howe (University of Cambridge) , Biao Wu (Northwest University) , Jonathan Russell Nitschke (University of Cambridge)
Co-authored by industrial partner: No

Type: Journal Paper
Journal: Angewandte Chemie International Edition

State: Published (Approved)
Published: November 2020
Diamond Proposal Number(s): 21497

Abstract: A bis‐urea‐functionalized ditopic subcomponent assembled with 2‐formylpyridine and FeII , resulting in a dynamic library of metal‐organic assemblies: an irregular FeII4L6 structure, and three FeII2L3 stereoisomers: left‐ and right‐handed helicates and a meso ‐structure. This library reconfigured in response to the addition of monosaccharide derivatives, which served as guests for specific library members, and the rate of saccharide mutarotation was also enhanced by the library. The (P) enantiomer of the FeII2L3 helical structure bound β‐D‐glucose selectively over α‐D‐glucose. As a consequence, the library collapsed into the (P)‐FeII2L3 helicate following glucose addition. The α‐D‐glucose was likewise transformed into the β‐D‐anomer during equilibration and binding. Thus, β‐D‐glucose and (P)‐3 amplified each other in the product mixture, as metal‐organic and saccharide libraries geared together into a single equilibrating system.

Journal Keywords: glucose binding; dynamic combinatorial library; host-guest systemsl; metal-organic assemblies; supramolecular chemistry

Subject Areas: Chemistry

Instruments: I19-Small Molecule Single Crystal Diffraction

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