Enhanced anion recognition by ammonium [2]catenane functionalisation of a halogen bonding acyclic receptor
Thanthapatra Bunchuay, Theerapat Khianjinda, Pasit Srisawat, Yuen Cheong Tse, Christian Gateley, Paul D. Beer
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.
Topics & Concepts
ChemistryHalogen bondPyridineCatenaneAmmoniumCationic polymerizationAqueous solutionSolventSalt (chemistry)Polymer chemistryHydrogen bondHalideIonCombinatorial chemistryStereochemistryInorganic chemistryMedicinal chemistryOrganic chemistryMoleculeMolecular Sensors and Ion DetectionChemical Synthesis and AnalysisSupramolecular Chemistry and Complexes