Glucose Binding Drives Reconfiguration of a Dynamic Library of Urea‐Containing Metal–Organic Assemblies. Issue 9 (7th January 2021)

• Record Type: Journal Article
• Authors: Yang, Dong; von Krbek, Larissa K. S.; Yu, Le; Ronson, Tanya K.; Thoburn, John D.; Carpenter, John P.; Greenfield, Jake L.; Howe, Duncan J.; Wu, Biao; Nitschke, Jonathan R.
• Is Part Of: Angewandte Chemie international edition. Volume 60:Issue 9(2021)
• Page Start: 4485
• Page End: 4490
• Publication Date: 2021-01-07
• Subjects: dynamic combinatorial library -- glucose binding -- host–guest systems -- metal–organic assemblies -- supramolecular chemistry; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.202014568
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: A bis‐urea‐functionalized ditopic subcomponent assembled with 2‐formylpyridine and Fe II, resulting in a dynamic library of metal–organic assemblies: an irregular Fe II 4 L6 structure and three Fe II 2 L3 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 Fe II 2 L3 helical structure bound β‐D‐glucose selectively over α‐D‐glucose. As a consequence, the library collapsed into the ( P )‐Fe II 2 L3 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. Abstract : A dynamic library including an Fe II 4 L6 irregular structure and three Fe II 2 L3 stereoisomers was formed by subcomponent self‐assembly. Glucose amplifies the formation of the ( P )‐Fe II 2 L3 helicate, which in turn amplifies β‐D‐glucose at the expense of the α‐D‐anomer. Both host and guest libraries are thus geared together into a single system during equilibration.