A new halogen bonding 1,2-iodo-triazolium-triazole benzene motif for anion recognition

Date

2021

Authors

Bunchuay, Thanthapatra
Docker, Andrew
White, Nicholas
Beer, Paul D.

Journal Title

Journal ISSN

Volume Title

Publisher

Pergamon-Elsevier Ltd

Abstract

The synthesis of a series of halogen bonding (XB) acyclic anion receptors based on a novel 1,2-iodo-triazolium-triazole benzene motif is reported. A combination of one- and two-dimensional 1H and 19F NMR spectroscopic techniques elucidate key conformational effects associated with the incorporation of ortho-substituted iodo-triazole based XB donors. 1H NMR anion titration experiments highlight the anion recognition potency of a mono-cationic XB iodo-triazolium-triazole benzene receptor, remarkably forming stronger halide complexes in comparison to a dicationic hydrogen bonding (HB) bis-proto-triazolium receptor analogue. X-ray crystal structure analysis provide insights into halide binding induced conformational changes and coordination modes, revealing the unique electronic and steric consequences associated with multidentate XB donor arrays.

Description

Keywords

Halogen Bonding, Anion Recognition, Sigma-Hole Interactions, Supramolecular, Host-Guest Chemistry

Citation

Source

Polyhedron

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

Restricted until

2099-12-31