Year: 2026
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide 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 1 H 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.
Source: The Journal of Organic Chemistry
Institutions: Masaryk University, RECETOX
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
OpenAlex ID: W7148590593