1,2,4-Triazole-substituted metallophthalocyanines carrying redox active cobalt(II), manganese(III), titanium(IV) center and their electrochemical studies

Abstract

The synthesis and characterization of novel peripherally-tetra 4-(2-{[4-(4-fluorophenyl)-5-(4-methoxyphenyl)-4H-1,2,4-triazol-3-yl]thio}ethoxy) substituted TiIVOPc, MnIIIClPc, CoIIPc 6–8 are described for the first time in this study. All the new compounds are characterized by a combination of IR, 1H and 13C NMR, mass, elemental analysis and UV–vis spectroscopy techniques. Electrochemical studies of TiIVOPc, MnIIIClPc, CoIIPc were examined by using cyclic voltammetry (CV) and square wave voltammetry (SWV) techniques. While MnIIIClPc showed only metal based reduction reactions, TiIVOPc and CoIIPc showed metal based and ligand based reduction reactions as expected. The presence of redox active metal centers like TiIVO, MnIIICl, CoII in the core of Pc ring increases the electrochemical activity of the phthalocyanines. Cyclic and square wave voltammetric studies show that phthalocyanines have reversible/quasi-reversible/irreversible redox processes, which are the main requirement for the technological usage of these compounds.