Halogen-Bonding Heteroditopic [2]Catenanes for Recognition of Alkali Metal/Halide Ion Pairs.

ABSTRACT: The first examples of halogen bonding (XB) heteroditopic homo[2]catenanes were prepared by discrete Na⁺ template-directed assembly of oligo(ethylene glycol) units derived from XB donor-containing macrocycles and acyclic bis-azide precursors, followed by a Cu^I -mediated azide-alkyne cycloaddition macrocyclisation reaction. Extensive ¹ H NMR spectroscopic studies show the [2]catenane hosts exhibit positive cooperative ion-pair recognition behaviour, wherein XB-mediated halide recognition is enhanced by alkali metal cation pre-complexation. Notably, subtle changes in the catenanes' oligo(ethylene glycol) chain length dramatically alters their ion-binding affinity, stoichiometry, complexation mode, and conformational dynamics. Solution-phase and single-crystal

SUBMITTER: Tay HM 

PROVIDER: S-EPMC10108176 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature