Click synthesis of symmetric bis-triazol ligands and full characterisation of their copper(II)-complexes

Abstract : Eight novel ligands were prepared from a known symmetric diaza-18-crown-6 (cyclic ligand) and two commercial N,N'-dimethyl-alkyl diamines (acyclic ligands) via the Cu(I)-catalyzed Huisgen dipolar cycloaddition, All C-2-symmetric isolated ligands readily formed stable crystalline 1:1-copper(II) complexes with cupric perchlorate. Their structural, electrochemical and physico-chemical properties were fully investigated with the help of X-ray diffraction, cyclic voltammetry, FT-IR, UV-visible, and electron paramagnetic resonance (EPR) spectroscopies. Planar - or nearly planar - arrangement of the two N3-triazole nitrogens and the two tertiary amine pivot nitrogens was found in one single four-coordinated species, in four five-coordinated species, and three six-coordinated species, with one or two solvent molecule(s), or two oxygen atoms of the crown ether, occupying the axial position(s) in the solid sate. The electron-donating or electron-withdrawing effect of the N1-substituent on the triazol was found to influence the Cu(II)/Cu(I) redox potential of all studied complexes in DMF. The EPR-spectrum of cyclic complexes in frozen DMF at 100 K exhibited two mononuclear species, one of them likely promoting the formation of dinuclear species as a minor component, whereas most acyclic complex spectra were quite similar.
Type de document :
Article dans une revue
New Journal of Chemistry, Royal Society of Chemistry, 2014, 38 (1), pp.419-429. 〈10.1039/c3nj00570d〉
Domaine :
Liste complète des métadonnées

https://hal.univ-lorraine.fr/hal-01494407
Contributeur : Srsmc Ul <>
Soumis le : jeudi 23 mars 2017 - 14:04:06
Dernière modification le : mardi 16 janvier 2018 - 10:24:44

Identifiants

Collections

Citation

Zakia Benkhellat, Mustapha Allali, Marc Beley, Emmanuel Wenger, Maxime Bernard, et al.. Click synthesis of symmetric bis-triazol ligands and full characterisation of their copper(II)-complexes. New Journal of Chemistry, Royal Society of Chemistry, 2014, 38 (1), pp.419-429. 〈10.1039/c3nj00570d〉. 〈hal-01494407〉

Partager

Métriques

Consultations de la notice

49