Synthesis and structural studies of 1,4-di(2-pyridyl)-1,2,3-triazole dpt and its transition metal complexes; a versatile and subtly unsymmetric ligand

McCarney, Eoin P.; Hawes, Chris S.; Blasco, Salvador; Gunnlaugsson, Thorfinnur

Abstract

The synthesis of the ‘click’ derived 1,4-di(2-pyridyl)-1,2,3-triazole (dpt) chelator/ligand from 2-azidopyridine and 2-ethynylpyridine using Cu(I) and TBTA by microwave assisted synthesis is presented. The complexes of the subtly unsymmetric dpt ligand with Cu(I), Pt(II), Co(II), and Ag(I) were structurally characterised by using conventional methods, as well as using single crystal and powder diffraction analysis. The results of the studies showed formation of discrete molecules displaying preferential binding of the d-metal cations through the pyridyl nitrogen N1 and the proximal triazolyl nitrogen N2 i.e. the 2-(1H-1,2,3-triazol-4-yl)pyridine or ‘regular' chelate moiety despite the presence of a second potential binding pocket i.e. the 2-(1H-1,2,3-triazol-1-yl)pyridine chelate or ‘inverse’ moiety. This binding selectivity was corroborated through the study of the self-assembly of dpt with Cu(I) and Ag(I) using 1H NMR titration in CD3CN solution, as well as using UV-Vis absorption titrations; the former showing a broadening of the proton peaks associated with that chelate pocket.

Citation

McCarney, E. P., Hawes, C. S., Blasco, S., & Gunnlaugsson, T. (in press). Synthesis and structural studies of 1,4-di(2-pyridyl)-1,2,3-triazole dpt and its transition metal complexes; a versatile and subtly unsymmetric ligand. Dalton Transactions, 45(25), 10209-10221. https://doi.org/10.1039/c6dt01416j

• Journal Article Type: Article
• Acceptance Date: May 20, 2016
• Online Publication Date: May 20, 2016
• Deposit Date: Jun 16, 2023
• Journal: Dalton Transactions
• Print ISSN: 1477-9226
• Electronic ISSN: 1477-9234
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 45
• Issue: 25
• Pages: 10209-10221
• DOI: https://doi.org/10.1039/c6dt01416j
• Keywords: Inorganic Chemistry
• Additional Information: : This document is Similarity Check deposited; : Supplementary Information; : Crystal Structure Data; : The Royal Society of Chemistry has an exclusive publication licence for this journal; : Single-blind; : Received 12 April 2016; Accepted 20 May 2016; Accepted Manuscript published 20 May 2016; Advance Article published 27 May 2016; Version of Record published 21 June 2016