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.
Original language | English |
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Pages (from-to) | 4485-4490 |
Number of pages | 6 |
Journal | Angewandte Chemie - International Edition |
Volume | 60 |
Issue number | 9 |
DOIs | |
Publication status | Published - 23 Feb 2021 |
Externally published | Yes |
Keywords
- dynamic combinatorial library
- glucose binding
- host–guest systems
- metal–organic assemblies
- supramolecular chemistry