The first example of calix[4]pyrrole functionalized vic-dioxime ligand: Synthesis, characterization, spectroscopic studies and redox properties of the mononuclear transition metal complexes

Novel calix[4]pyrrole bearing vic-dioxime ligand (LH2) of the general formula, R1R2C2N2O 2H2 (where, R1 = C6H5- and R2 = C39H50N5-) has been synthesized by the reaction of anti-chlorophenylglyoxime with 3-aminophenylcalix[4]pyrrole at room temperature. The mononuclear Cu(II), Ni(II) and Co(II)complexes of this vic-dioxime ligand were prepared and their structures were confirmed by elemental analysis, FT-IR, TGA and magnetic susceptibility measurements; the HMBC, DEPT, 1H and 13C NMR spectra of the LH2 ligand were also reported. The electrochemical property of the complexes was investigated in DMSO by cyclic voltammetry at 200 mV s-1 scan rate. The cyclic voltammetric measurements clearly indicated that Co(LH)2·2H2O complex differs from the Ni(LH)2 and Cu(LH)2 complexes upon the exhibition of quasi-reversible one-electron transfer reduction process in the negative region instead of an irreversible process. © 2010 Elsevier B.V. All rights reserved.