Effect of substituents and encapsulation on the catalytic activity of copper(II) complexes of two tridentate Schiff base ligands based on thiophene: benzyl alcohol and phenol oxidation reactions

Abstract

Encapsulation of Cu(II) complexes of methyl-2-(2-hydroxybenzylideneamino)-4,5,6,7-tetrahydrobenzo[b]-thiophene-3-carboxylate (HL1) and 2-ethyl-4-methyl 5-(2-hydroxybenzylideneamino)-3-methylthiophene-2,4-dicarboxylate (HL2) in the supercages of zeolite NaY was performed by the flexible ligand method. The neat and encapsulated complexes were characterized by physicochemical and spectroscopic methods and employed as catalysts for oxidation of benzyl alcohol and phenol. The encapsulated complexes were both more reactive and stable as catalysts than the corresponding free complexes. The encapsulated complexes could be reused several times. Complexes of HL2 were more reactive than those of HL1, probably due to the electron-withdrawing effect of the CO2Et group.