Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 50, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202214523
Keywords
Anion Recognition; Anti-Hofmeister Bias; Halogen Bonding (XB); Mechanically Interlocked Molecules; Rotaxanes
Categories
Funding
- EPSRC [EP/N509711/1]
- Croucher Foundation
- Clarendon Fund
- Oxford Australia Scholarships Fund
- China Scholarship Council
- University of Oxford
Ask authors/readers for more resources
Exceptionally strong halogen bonding is utilized to synthesize chloride anion template XB [2]rotaxane host systems with heightened affinities. These host systems exhibit significantly enhanced affinities for hydrophilic ions in aqueous-organic media, while their affinities for hydrophobic ions are diminished, resulting in anti-Hofmeister bias.
Exceptionally strong halogen bonding (XB) donor-chloride interactions are exploited for the chloride anion template synthesis of neutral XB [2]rotaxane host systems which contain perfluoroaryl-functionalised axle components, including a remarkably potent novel 4,6-dinitro-1,3-bis-iodotriazole motif. Halide anion recognition properties in aqueous-organic media, determined via extensive H-1 NMR halide anion titration experiments, reveal the rotaxane host systems exhibit dramatically enhanced affinities for hydrophilic Cl- and Br-, but conversely diminished affinities for hydrophobic I-, relative to their non-interlocked axle counterparts. Crucially, this mechanical bond effect induces a binding selectivity which directly opposes Hofmeister bias. Free-energy analysis of this mechanical bond enhancement demonstrates anion recognition by neutral XB interlocked host systems as a rare and general strategy to engineer anti-Hofmeister bias anion selectivity in synthetic receptor design.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available