Alumina-supported Mn(II), Co(II), Ni(II) and Cu(II) N, N-bis(salicylidene)-2,2-dimethylpropane-1,3-diamine complexes: Synthesis, characterization and catalytic oxidation of cyclohexene with tert-butylhydroperoxide and hydrogen peroxide

Abstract

New square-planar manganese(II), copper(II), nickel(II) and cobalt(II) complexes of a tetradentate Schiff-base ligand “ N, N-bis(salicylidene)-2,2-dimethylpropane-1,3-diamine, H 2[salpnMe 2]” have been prepared and characterized by elemental analyses, IR, UV–Vis, conductometric and magnetic measurements. The results suggest that the symmetrical Schiff-base is a bivalent anion with tetradentate N 2O 2 donors derived from the phenolic oxygen and azomethine nitrogen. The formulae was found to be [M(salpnMe 2)] for the 1:1 non-electrolytic complexes. Alumina-supported metal complexes (ASMC; [M(salpnMe 2)/Al 2O 3]) catalyze the oxidation of cyclohexene with tert-buthylhydroperoxide (TBHP) and hydrogen peroxide. Oxidation of cyclohexene with TBHP gave 2-cyclohexene-1-one, 2-cyclohexene-1-ol and 1-( tert-butylperoxy)-2-cyclohexene whereas, oxidation with H 2O 2 resulted in the formation of cyclohexene oxide and cyclohexene-1,2-diol. Manganese(II) complex supported on alumina “[Mn(salpnMe 2]–Al 2O 3” shows significantly higher catalytic activity than other catalysts.