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

作者:Neumajer Gabor*; Toth Gergo; Beni Szabolcs; Noszal Bela
来源:Central European Journal of Chemistry, 2014, 12(1): 115-125.
DOI:10.2478/s11532-013-0351-z

摘要

Novel C-3 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 H-1, C-13 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 C-3 symmetric ligands formed 1:1 complex with copper(I) ion. The specific role of C-3 symmetric polydentate form in the complexation process was also discussed.

  • 出版日期2014-1