Synthesis, electrochemistry and In situ spectroelectrochemistry of novel tetra dimethyl 5-oxyisophthalate substituted Co(II), Mn(III), and μ-oxo-dimer Fe(III) phthalocyanines

• Novel alpha and beta substituted μ-oxo-dimer iron phthalocyanines were synthesized.
• Redox properties were investigated by voltammetry and spectroelectrochemistry.
• Electrochemical measurements provided support for the μ-oxo-dimer structure.
• The effect of ester-based substituents on the redox potentials were identified.

In this study, peripheral and non-peripheral tetra dimethyl 5-oxyisophthalate substituted cobalt(II), manganese(III) and μ-oxo-dimer Fe(III) phthalocyanines were synthesized by the reaction of dimethyl 5-hydroxyisophthalate with 1,2-dicyano-4-nitrobenzene/1,2-dicyano-3-nitrobenzen in dry N,N-dimethylformamide in the presence of anhydrous potassium carbonate. All purified phthalocyanine compounds were characterized by using FT-IR, UV–visible, MALDI-TOF mass spectrometry and elemental analyses results. Electron transfer properties of all novel cobalt(II), manganese(III) and μ-oxo-dimer Fe(III)phthalocyanine complexes were investigated by voltammetric and in situ spectroelectrochemical measurements in nonaqueous solution medium. Complexes were observed to display both metal-based and phthalocyanine ring-based reduction and oxidation electron transfer processes.

Novel peripheral and non-peripheral tetra dimethyl 5-oxyisophthalate substituted cobalt(II), manganese(III), and μ-oxo-dimer Fe(III) phthalocyanines were synthesized by the reaction of dimethyl 5-hydroxyisophthalate with 1,2-dicyano-4-nitrobenzene/1,2-dicyano-3-nitrobenzen in dry N,N-dimethylformamide in the presence of anhydrous potassium carbonate. Electron transfer properties of the compounds were investigated by voltammetric and in situ spectroelectrochemical measurements in nonaqueous solution medium.Figure optionsDownload as PowerPoint slide