Synthesis, characterization, fluorescence and redox features of new vic-dioxime ligand bearing pyrene and its metal complexes

Ismail Yilmaz*, Ahmet Kilic, Hacer Yalcinkaya

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)


A new vic-dioxime ligand, N,N′-bis(aminopyreneglyoxime) (LH 2), and its copper(II), nickel(II) and cobalt(II) metal complexes were synthesized and characterized by elemental analyses, IR, UVVIS and 1H and 13C NMR spectra (for the ligand). Mononuclear complexes were synthesized by a reaction of ligand (LH2) and salts of Co(II), Ni(II), and Cu(II) in ethanol. The complexes have the metal-ligand ratio of 1: 2 and metals are coordinated by N,N′ atoms of vicinal dioximes. The ligand acts in a polydentate fashion bending through nitrogen atoms in the presence of a base, as do most vic-dioximes. Detection of a H-bonding in the Co(II), Ni(II), and Cu(II) complexes by IR revealed the square-planar MN4 coordination of mononuclear complexes. Fluorescent properties of the ligand and its complexes arise from pyrene units conjugated with a vic-dioxime moiety. Fluorescence emission spectra of the ligand showed a drastic decrease in its fluorescence intensity upon metal binding. The electrochemical properties of the complexes were studied by the cyclic voltammetry technique. The nickel complex displayed an irreversible oxidation process while the copper complex exhibited a quasi-reversible oxidation and reduction processes based on the copper Cu(II)/Cu(III) and Cu(II)/Cu(I) couples, respectively.

Original languageEnglish
Pages (from-to)398-403
Number of pages6
JournalChemical Papers
Issue number4
Publication statusPublished - Aug 2008


Acknowledgements. The support of the State Planning Organization (DPT, Project no: 90177) is gratefully acknowledged. This work was supported, in part, by the Turkish Academy of Sciences in the framework of the Young Scientist Award Program (TÜBA-GEBİP), and by the Research Fund of the Harran University (Sanliurfa, Turkey).

FundersFunder number
Devlet Planlama Örgütü
Türkiye Bilimler Akademisi
Harran Üniversitesi


    • And Cu(II) complexes
    • Co(II)
    • Electrochemistry
    • Fluorescence properties
    • N,N′-bis(aminopyreneglyoxime)
    • Ni(II)
    • vic-dioxime ligand


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