Synthesis, Crystal Structure And Electrochemical Properties Of The Derivatives N-2-Methenyl-Thiophen-Ferrocenyl-Aryl-Amines

Schiff bases derivatives containing ferrocenylphenyl and thiophene were synthesized by o, m, p-ferrocenylphenyl amines with thiophene-2-carbadehyde, and N-2-methenyl-thiophen-ferrocenyl-aryl-amines were obtained by reduction of sodium borohydride. These compounds were characterized by elemental analyses, IR, UV, H-1 NMR spectrum arid X-ray single crystal diffraction. The crystal structure of compound 2c is Monoclime system, P2/n space group. But it is proved that the structure in crystal is not the stabilization state by quantum chemical calculation. The HOMO orbital is composed of Fe and C atoms in Fe. It was found that the electrochemical property of the compounds were very similar, the redox couple was corresponding to the progress of Fc(+) + e(-) reversible arrow Fc, which can be rationalized by the equivalent environment of the ferrocene in each case. The different substituents of phenyl cause no distinct change for their diffusion coefficient (D), but the distinct change for their electrochermeal reaction rate constant (k(s)).