Syntheses of novel bis-terpyridine and cyclic phenylazomethine as organic modules in organic–metallic hybrid materials

As novel organic modules in organic–metallic hybrid materials, we synthesized bromo-substituted bis-terpyridines and cyclic phenylazomethine. Bromo-substituted bis-terpyridines were prepared via condensation of aromatic dienones with bromo-substituted pyridinium salt in the presence of ammonium acetate. On the other hand, cyclic phenylazomethine was obtained during dehydration of an aromatic amine with an aromatic ketone in the presence of titanium tetrachloride as a Lewis acid. Since these organic modules have multi-coordination sites and high coordination ability for metal ions such as iron and cobalt ions, organic–metallic hybrid materials were formed by complexation of these organic modules with metal ions. Electrochemical properties of the hybrid materials were investigated using cyclic voltammetry.