Pyridinium CH center dot center dot center dot anion and pi-stacking interactions in modular tripodal anion binding hosts: ATP binding and solid-state chiral induction

Belcher, W.J.; Fabre, M.; Farhan, T.; Steed, J.W.

Abstract

The preparation of two new tripodal ‘pinwheel’ type anion hosts based on a triethylbenzene core and bipyridinium or ethylnicotinium arms is reported. The new materials bind anions via CH⋯anion interactions. Complexes with Br− and PF6− have been characterised by X-ray crystallography as both solvates in a pure form. In the bipyridinium host CH⋯F interactions to PF6− induce a chiral C3 symmetric conformation that is disrupted in the hydrate. The compound is also selective for ATP2− in aqueous acetonitrile.

Citation

Belcher, W., Fabre, M., Farhan, T., & Steed, J. (2006). Pyridinium CH center dot center dot center dot anion and pi-stacking interactions in modular tripodal anion binding hosts: ATP binding and solid-state chiral induction. Organic and Biomolecular Chemistry, 4(5), 781-786. https://doi.org/10.1039/b516027h

• Journal Article Type: Article
• Acceptance Date: Jan 4, 2006
• Online Publication Date: Jan 25, 2006
• Publication Date: 2006
• Journal: Organic and Biomolecular Chemistry
• Print ISSN: 1477-0520
• Electronic ISSN: 1477-0539
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 4
• Issue: 5
• Pages: 781-786
• DOI: https://doi.org/10.1039/b516027h