A multi-component CuAAC 'click' approach to an exo functionalised pyridyl-1,2,3-triazole macrocycle: Synthesis, characterisation, Cu(I) and Ag(I) complexes

Asif Noor, James E.M. Lewis, Scott A. Cameron, Stephen C. Moratti, James D. Crowley*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

17 Citations (Scopus)

Abstract

A one-pot, multi-component CuAAC reaction was exploited for the safe generation of an exo alcohol-functionalised pyridyl-1,2,3-triazole click macrocycle in good yield. The macrocycle was characterised by elemental analysis, HR-ES-MS, 1H and 13C NMR spectrometry, and the molecular structure was confirmed by X-ray crystallography. Efforts to use the click macrocycle in both passive and active metal template syntheses of [2]rotaxanes were unsuccessful, and this appears to be connected to the coordinating ability of the 1,2,3-triazole units in the macrocycle. The coordination chemistry of the macrocycle with Cu(I) and Ag(I) was examined. It has been demonstrated using HR-ES-MS, 1H NMR spectrometry and X-ray crystallography that the macrocycle can form both discrete and polymeric coordination compounds with Cu(I) and Ag(I) and in all cases the 1,2,3-triazolyl units of the macrocycle are coordinated to the metal ions.

Original languageEnglish
Pages (from-to)492-498
Number of pages7
JournalSupramolecular Chemistry
Volume24
Issue number7
DOIs
Publication statusPublished - 1 Jul 2012

Keywords

  • 1,2,3-triazole
  • Ag(I)
  • click
  • CuAAC
  • macrocycles
  • pyridyl

ASJC Scopus subject areas

  • General Chemistry

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