ArticleChemistry (Weinheim an der Bergstrasse, Germany)2026
Exploring Calixarene-Based Pseudorotaxane Architectures: Threading Ammonium Axles With an Exo-Rim π-Functionalized Calix[6]Arene Macrocycle.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
In this study, we present the synthesis of a novel 1,4-π-functionalized calix[6]arene derivative 2, which features two electron-rich 1,2,3-trimethoxybenzene units on the exo rim and six methoxy groups on the endo rim. This design creates an extended and deep aromatic cavity, aimed at enhancing host-guest interactions with dialkylammonium axles. The results show that threading occurs even in the presence of bulky aromatic groups on the exo rim of 2, observed with a series of symmetric and directional ammonium salts. NMR studies confirmed the formation of pseudorotaxane complexes and revealed that exo-rim π-functionalization influences binding affinity and orientational selectivity, depending on the axle's structure. Interestingly, the threading of 2 with the biphenyl axle 3c
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