Synthesis of nonperipherally tetra-[5-(diethylamino)-2-formylphenoxy] substituted metallophthalocyanines and their electrochemistry

Abstract

3-[5-(diethylamino)-2-formylphenoxy]phthalonitrile (n-TY-CN), metallophthalocyanines n-TY-Co, n-TY-Cu, and n-TY-Mn bearing [5-(diethylamino)-2-formylphenoxy] groups at nonperipheral positions were prepared for the first time. These compounds were characterized with IR, NMR (only for n-TY-CN), mass and UV-vis (except n-TY-CN) spectroscopy. Voltammetric characterizations of n-TY-Co, n-TY-Cu, and n-TY-Mn revealed that while n-TY-Co, n-TY-Cu, and n-TY-Mn showed characteristic Pc ring and/or metal-based reduction reaction, n-TY-Co, n-TY-Cu, and n-TY-Mn were coated on the working electrode during the oxidation processes owing to the cationic electropolymerizations of the [5-(diethylamino)-2-formylphenoxy] substituents.