Synthesis and structural and electrochemical characterization of novel macrocyclic vic-dioxime ligand and its mononuclear transition and nontransition metal complexes

Authors : Pervin Deveci, Bilge Taner, Zeynel Kiliç, Ali Osman Solak

Pages : 25-36

Doi:10.3906/sag-1206-67

View : 19 | Download : 8

Publication Date : 9999-12-31

Article Type : Makaleler

Abstract :The reaction of N-(4-aminophenyl)aza-15-crown-5 (1) with anti-chlorophenylglyoxime (2) produces a novel azacrown ether containing vic-dioxime, N-(4-aminophenyl)aza-15-crown-5-phenylglyoxime (LH2). LH2 reacts with Ni(II), Cu(II), Co(II), Cd(II), and Zn(II) ions to yield the mononuclear transition and nontransition metal complexes [M(LH)2] (M = Ni and Cu), [M(LH)2(H2O)2] (M = Co), and [M(LH)(H2O)(Cl)] (M = Cd and Zn). The structural features of LH2 were studied using several techniques including elemental analysis, Fourier transform infrared spectroscopy (FT-IR), ultraviolet visible (UV-Vis), mass spectrometry (MS), 1-dimensional (1D) 1H-NMR and 13CNMR, distortionless enhancement by polarization transfer (DEPT) 2-dimensional (2D) heteronuclear single-quantum coherence (HSQC), and heteronuclear multiple-bond correlation (HMBC) techniques. The structures of the complexes were confirmed by elemental analyses and with the use of magnetic susceptibility measurements, MS, UV-Vis, FT-IR, 1H-NMR, and 13C-NMR techniques. The redox behaviors of the ligand and its complexes were verified with cyclic voltammetry (CV) at a glassy carbon (GC) electrode in 0.1 M tetrabutylammoniumtetrafluoroborate (TBATFB) in dimethyl sulfoxide (DMSO).
Keywords : vic-Dioxime, azacrown ether, transition metal complexes, mass spectroscopy, cyclic voltammetry