A new calix[4]pyrrole functionalized vic-dioxime, 3-(4-methyl-9,9,14,14,19, 19-hexaethylcalix[4]pyrrole)benzoaminoglyoxime (LH 2) was synthesized from anti-chloroglyoxime and 3-aminophenyl-calix[4]pyrrole at room temperature. The mononuclear complexes {nickel(II), copper(II) and cobalt(II)} of this vic-dioxime ligand were prepared and their structures were confirmed by elemental analysis, IR and UV-Vis spectrophotometry, magnetic susceptibility; the MS, 1H and 13C NMR spectra of the LH 2 ligand and its Ni(II) complex were also recorded. The experimental results indicated that the ligand:metal ratio was 2:1 in the cases of Ni(II), Cu(II) and Co(II) complexes as is with most vic-dioximes. Electrochemical properties of the ligand, and its complexes were investigated in DMSO solution by cyclic voltammetry at 200 mV s -1 scan rate. © 2012 Springer Science+Business Media B.V.