Anion binding of short, flexible aryl triazole oligomers.

Journal Article (Journal Article)

The flexible, electropositive cavity of linear 1,4-diaryl-1,2,3-triazole oligomers provides a suitable host for complexation of various anions. The binding affinities for various combinations of oligomer and anion were determined by (1)H NMR titrations. Effective ionic radius is found to be a primary determinant of the relative binding interactions of various guests, with small but measurable deviations in the case of nonspherical anions. Solvent effects are significant, and the strength of the binding interaction is found to depend directly on the donor ability of the solvent. A picture emerges in which anion binding can be effectively interpreted in terms of a competition between two solvation spheres: one provided by the solvent and a second dominated by a folded cavity lined with electropositive 1,2,3-triazole CH protons. Implications for rigid macrocycles and other multivalent hosts are discussed.

Full Text

Duke Authors

Cited Authors

  • Juwarker, H; Lenhardt, JM; Castillo, JC; Zhao, E; Krishnamurthy, S; Jamiolkowski, RM; Kim, K-H; Craig, SL

Published Date

  • December 2009

Published In

Volume / Issue

  • 74 / 23

Start / End Page

  • 8924 - 8934

PubMed ID

  • 19886635

Electronic International Standard Serial Number (EISSN)

  • 1520-6904

International Standard Serial Number (ISSN)

  • 0022-3263

Digital Object Identifier (DOI)

  • 10.1021/jo901966f


  • eng