Pyridinium CH⋯anion and π-stacking interactions in modular tripodal anion binding hosts: ATP binding and solid-state chiral induction
Warwick J. Belcher,Muriel Fabre,Tamer Farhan,Jonathan W. Steed
Organic & Biomolecular Chemistry Pub Date : 01/25/2006 00:00:00 , DOI:10.1039/B516027H
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.

Graphical abstract: Pyridinium CH⋯anion and π-stacking interactions in modular tripodal anion binding hosts: ATP binding and solid-state chiral induction