Novel ion-binding C3 symmetric tripodal triazoles: Synthesis and characterization

Gábor Neumajer, Gergo Tóth, Szabolcs Béni, Béla Noszál

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Novel C3 symmetric tripodal molecules were synthesized from cyclohexane 1,3,5-tricarboxylic acid. Utilizing click and Sonogashira reactions, ion-binding triazole and pyridazin-3(2H)-one units were incorporated to form polydentate ligands for ion complexation. The structures of the novel C 3 symmetric derivatives were extensively characterized by 1H, 13C and 2D NMR techniques along with HRMS and IR. The copper(I)-binding potentials of these ligands were investigated by using them as additives in model copper(I)-catalysed azide-alkyne cycloaddition (CuAAC) reactions. The copper(I) complexation ability of our compound was also proved by different spectroscopic methods, such as mass spectrometry, UV and NMR spectroscopy. Based on the mass spectrometric data all of the C3 symmetric ligands formed 1:1 complex with copper(I) ion. The specific role of C3 symmetric polydentate form in the complexation process was also discussed [Figure not available: see fulltext.]

Original languageEnglish
Pages (from-to)115-125
Number of pages11
JournalCentral European Journal of Chemistry
Volume12
Issue number1
DOIs
Publication statusPublished - Jan 1 2014

Keywords

  • CuAAC
  • Cycloaddition
  • NMR spectroscopy
  • RuAAC
  • Sonogashira reaction

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Chemistry

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