Unusually weak binding interactions in tetrazole-amidine complexes

Alan F. Tominey, Paul H. Docherty, Georgina M. Rosair, Romain Quenardelle, Arno Kraft

Research output: Contribution to journalArticle

23 Citations (Scopus)


Tetrazoles frequently replace carboxylic acids in pharmaceutical drugs. However, while the binding modes of tetrazolate and carboxylate anions in amidinium complexes turns out to be similar, the association constant of the former is 2-3 orders of magnitude smaller in DMSO. Crystal structures revealed that the N?H-N hydrogen bonds in amidinium tetrazolates are bent (162° and 169°) and noticeably longer (N?N 2.96 Å) than corresponding hydrogen bonds in both amidinium carboxylates and ammonium tetrazolates. © 2006 American Chemical Society.

Original languageEnglish
Pages (from-to)1279-1282
Number of pages4
JournalOrganic Letters
Issue number7
Publication statusPublished - 30 Mar 2006

Fingerprint Dive into the research topics of 'Unusually weak binding interactions in tetrazole-amidine complexes'. Together they form a unique fingerprint.

  • Cite this

    Tominey, A. F., Docherty, P. H., Rosair, G. M., Quenardelle, R., & Kraft, A. (2006). Unusually weak binding interactions in tetrazole-amidine complexes. Organic Letters, 8(7), 1279-1282. https://doi.org/10.1021/ol053072+