Sequential Metal Ion Assembly in Cyclic Phenylazomethine

Cyclic phenylazomethines with methylene spacers (CPA-M) are obtained by dehydration of diamine with diketone. During the titration of CPA-M 4mer with FeCl3, we observe two consecutive isosbestic points in the UV−vis spectra. We conclude that complexation occurs in two consecutive steps. Our analysis suggests that the stepwise metal ion assembly is caused by a difference in the basicity of the imine conformers. Metal ion binding first occurs at the Z imines followed by coordination to the E imine. Finally, metal ion assembly in this compound can be controlled electrochemically.