Abstract
We synthesized cyclic phenylazomethines via dehydration of aromatic amines with aromatic ketones in the presence of titanium tetrachloride as a Lewis acid. Stepwise synthesis of a cyclic tetramer of phenylazomethine was also successful. Protonation behavior of the cyclic tetramer was investigated using UV-vis spectral measurements. The cyclic tetramer itself is not redox-active, but a reversible redox wave appeared in cyclic voltammograms when protonated in the presence oftrifluoroacetic acid. We revealed that the redox potential is controlled by the concentration of the acid.
