Publication details
A Bambusuril That Responds to Anion Binding in Its Absorption Spectrum
| Authors | |
|---|---|
| Year of publication | 2026 |
| Type | Article in Periodical |
| Magazine / Source | Journal of Organic Chemistry |
| MU Faculty or unit | |
| Citation | |
| web | https://pubs.acs.org/doi/10.1021/acs.joc.5c03154 |
| Doi | https://doi.org/10.1021/acs.joc.5c03154 |
| Keywords | Anions; Cavities; Macrocycles; Receptors; Substituents |
| Attached files | |
| Description | We report the design, synthesis, and characterization of BU1, the first bambusuril derivative bearing phenyl substituents directly attached to the glycoluril nitrogen atoms. The macrocycle BU1, decorated with p-nitrophenyl groups, exhibits distinct optical responses upon anion binding, enabling the evaluation of anion affinity by UV-Vis spectroscopy for the first time. Complementary 1H NMR titrations confirmed a 1:1 host-guest stoichiometry and yielded association constants consistent with the UV-Vis data. Despite the presence of electron-withdrawing p-nitrophenyl groups, BU1 forms relatively weak complexes with halide and perchlorate anions. NMR experiments and molecular modeling suggest that direct N-aryl substitution induces cavity distortion and reduces flexibility, which likely accounts for the observed decrease in binding strength. |
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