A novel ferrocenic copper(II) complex Salen-like, derived from 5-chloromethyl-2-hydroxyacetophenone and N-ferrocenmethylaniline: Design, spectral approach and solvent effect towards electrochemical behavior of Fc+/Fc redox couple

摘要

Abstract This paper reports the synthesis, spectroscopic characterizations and electrochemical behavior of the?obtained tetradentate copper (II)-Schiff base complex with its two wings as ferrocenylaniline moieties. This new ferrocenic derivative with two ferrocenylaniline entities surrounding the copper (II)-Salen complex (5) was synthesized by reacting N-ferrocenmethyl-N-phenyl-5-aminomethyl-2-hydroxyacetophenone (3) with one half equivalent of 1,2-diaminoethane in absolute ethanol. As for the intermediates involved in this synthetic sequence, the compound (3) was prepared in tetrahydrofuran (THF) by reacting N-ferrocenmethylaniline (2) with 5-chloromethyl-2-hydroxyacetophenone (1) in presence of sodium hydrogenocarbonate (NaHCO3). The compound (3) condensed on the diamine yields the Schiff base ligand (4). Under a nitrogen atmosphere and stirring at 50?°C, the ligand dissolved in absolute ethanol with stoichiometric amount of copper acetate monohydrate (Cu(COOCH3)2·H2O) formed the expected tetradentate Cu(II)-Schiff base complex (5) after 6?h of reaction. All these synthesized compounds gave yields varying from 50 to 90%. Their purities were estimated from elemental analysis while the molecular structures were elucidated with FT-IR, UV–Vis, 1H- and 13C- NMR. For the obta