Accessibility navigation


Anion-templated assembly of pseudorotaxanes: importance of anion template, strength of ion-pair thread association, and macrocycle ring size

Sambrook, M.R., Beer, P.D., Wisner, J.A., Paul, R.L., Cowley, A.R., Szemes, F. and Drew, M.G.B. (2005) Anion-templated assembly of pseudorotaxanes: importance of anion template, strength of ion-pair thread association, and macrocycle ring size. Journal of the American Chemical Society, 127 (7). pp. 2292-2302. ISSN 0002-7863

Full text not archived in this repository.

It is advisable to refer to the publisher's version if you intend to cite from this work. See Guidance on citing.

To link to this item DOI: 10.1021/ja046278z

Abstract/Summary

A wide range of pseuclorotaxane assemblies containing positively charged pyridinium, pyridinium nicotinamide, imidazolium, benzimidazolium and guanidinium threading components, and macrocyclic isophthalamide polyether ligands have been prepared using a general anion templation procedure. In noncompetitive solvent media, coupling halide anion recognition by a macrocyclic ligand with ion-pairing between the halide anion and a strongly associated cation provides the driving force for interpenetration. Extensive solution H-1 NMR binding studies, thermodynamic investigations, and single-crystal X-ray structure determinations reveal that the nature of the halide anion template, strength of the ion-pairing between the anion template and the cationic threading component, and to a lesser extent favorable second sphere pi-pi aromatic stacking interactions between the positively charged threading component and macrocyclic ligand, together with macrocyclic ring size, affect the efficacy of pseudorotaxane formation.

Item Type:Article
Refereed:Yes
Divisions:Faculty of Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:11594
Uncontrolled Keywords:ISOTHERMAL TITRATION CALORIMETRY, BIOLOGICAL PRINCIPLES, AQUEOUS-SOLUTION, BINDING, RECOGNITION, COMPLEXATION, ROTAXANE, LIQUIDS, CATIONS, RECEPTORS
Publisher:American Chemical Society

University Staff: Request a correction | Centaur Editors: Update this record

Page navigation