Study on the host–guest complex of dicyclohexanocucurbit[6]uril and 2-phenylbenzimidazole, and its recognition effect toward Fe ³⁺

Abstract

This paper has selected dicyclohexanocucurbit[6]uril (CyH 2 Q[6]) as the host and 2-phenylbenzimidazole ( G ) as the guest to investigate the host–guest interaction mode between CyH 2 Q[6] and G . Under acidic conditions, the complex was characterized using nuclear magnetic resonance, ultraviolet and fluorescence spectroscopy. The results show that the molecular ratio of CyH 2 Q[6] to G is 2 : 1. The crystals were cultured with ZnCl 2 as a structural inducer under acidic conditions and single crystal X-ray diffraction showed that the molecular ratio of CyH 2 Q[6] to G is 1 : 3. The G@CyH 2 Q[6] was used as a fluorescent probe to identify metal cations. The probe exhibits a good selective recognition effect toward Fe 3+ ions, which involves a reduced fluorescence intensity with a limit of detection of 1.321 × 10 –6 mol l –1 .

Study on the host–guest interactions between tetramethyl cucurbit[6]uril and 2-heterocyclic-substituted benzimidazoles

“…According to reports, benzimidazole derivatives can generate stable host–guest complexes with Q[ n ]s ( n = 6–8), cyclohexanocucurbit[6]uril(Cy6Q[6]), dicyclohexanocucurbit[6]uril (CyH2Q[6]), and others. 38–40 This study employed various analytical techniques, including 1 H NMR spectroscopy, UV-vis absorption spectroscopy, fluorescence analysis, mass spectrometry, isothermal titration calorimetry (ITC), and single crystal X-ray diffraction to investigate the interaction modes and spectroscopic characteristics of TMeQ[6] with three 2-heterocyclic-substituted benzimidazoles: 2-(2-pyridyl)benzimidazole (G1), 2-(4-piperidyl)benzimidazole (G2), and 2-phenylbenzimidazole (G3) (Fig. 1).…”

Aggregation Induced Emission Supramolecular Functionalized Benzimidazole Hydrogel for Metal‐Ion Responsive and Fluorescent Anti‐Counterfeiting

“…[25,26] As a result, benzimidazole derivatives are perfect platforms for the development of cations, anions, and the recognition of neutral molecules, which have also been used in host-guest chemistry. [27,28] Moreover, among various reported fluorogenic units, the larger conjugated system of the benzimidazole group can emit strong fluorescence due to π-π stacking after the formation of gels. These phenomena named aggregationinduced emission enhancement (AIEE), have caused wide attention in recent years.…”