A Halogen‐Bonding Bis‐triazolium Rotaxane for Halide‐Selective Anion Recognition |
| |
| Authors: | Benjamin R. Mullaney Benjamin E. Partridge Prof. Paul D. Beer |
| |
| Affiliation: | Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Rd, Oxford, OX1 3TA (UK) |
| |
| Abstract: | A systematic study on the anion‐binding properties of acyclic halogen‐ and hydrogen‐bonding bis‐triazolium carbazole receptors is described. The halide‐binding potency of halogen‐bonding bis‐iodotriazolium carbazole receptors was found to be far superior to their hydrogen‐bonding bis‐triazolium‐based analogues. This led to the synthesis of a mixed halogen‐ and hydrogen‐bonding rotaxane host containing a bis‐iodotriazolium carbazole axle component. The rotaxane’s anion recognition properties, determined by 1H NMR titration experiments in a competitive aqueous solvent mixture, demonstrated the preorganised halogen‐bonding interlocked host cavity to be halide‐selective, with a strong binding affinity for bromide. |
| |
| Keywords: | anion binding carbazoles halogen bonding host– guest systems supramolecular chemistry |
|
|
