Chalcogen Bonding Ion‐Pair Cryptand Host Discrimination of Potassium Halide Salts. Issue 29 (27th April 2021)

• Record Type: Journal Article
• Authors: Docker, Andrew; Bunchuay, Thanthapatra; Ahrens, Michael; Martinez‐Martinez, Antonio J.; Beer, Paul D.
• Is Part Of: Chemistry. Volume 27:Issue 29(2021)
• Page Start: 7837
• Page End: 7841
• Publication Date: 2021-04-27
• Subjects: chalcogen bonding -- halogen bonding -- heteroditopic receptors -- ion-pair receptors; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.202100579
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: A series of chalcogen, halogen and hydrogen bonding heteroditopic macrobicyclic cryptands are reported and their potassium halide ion‐pair recognition properties investigated. Saliently, the co‐bound potassium cation was determined to be crucial in switching on the bromide and iodide recognition properties of the respective cryptand receptor. Importantly, the nature of the sigma‐hole mediated interaction employed in the anion recognition component is demonstrated to significantly augment the ion‐pair binding behaviour, markedly so for the halogen bonding analogue. Most notably the incorporation of a chelating chalcogen bonding donor motif significantly improves the selectivity towards KBr over KI, relative to halogen and hydrogen bonding analogues. Abstract : Chalcogen bonding (ChB) and halogen bonding (XB) ion‐pair heteroditopic cryptands exhibit cooperative recognition of potassium halide salts. Incorporation of bidentate triazole‐based ChB or XB donor motifs into a dibenzo‐30‐crown‐10‐based macrobicyclic receptor framework is demonstrated to profoundly influence selectivity and affinity behaviour towards the recognition of KBr and KI ion‐pairs relative to hydrogen bonding analogues.