Enhanced anion recognition by ammonium [2]catenane functionalisation of a halogen bonding acyclic receptor

Chem Commun (Camb). 2023 Nov 14;59(91):13615-13618. doi: 10.1039/d3cc03269h.

Abstract

Ammonium-dibenzo[24]crown-8 [2]catenane functionalisation of a 3,5-bis-iodotriazole-pyridine motif produces a potent halogen bonding (XB) receptor capable of binding anions in aqueous-acetone solvent mixtures of up to 20% water. Exploiting the kinetically inert nature of the mechanically bonded cationic ammonium [2]catenane substituents, the XB receptor is demonstrated to exhibit superior anion recognition behaviour in comparison to labile sodium cation complexed bis-benzo[15]crown-5 XB and HB triazole-pyridine heteroditopic receptor analogues.