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The synthesis, characterization and voltammetric and spectroelectrochemical properties of newly synthesized metallophthalocyanines (M Co, Cu, Cl–In, Cl–Mn) containing eight hexyloxy groups on non-peripheral positions together with four chloro and four 2-naphthoxy groups on peripheral positions have been presented in this work. Satisfactory yields of the phthalocyanines have been achieved by using microwave heating. The phthalocyanine derivatives have been characterized by using fourier transform infrared spectroscopy, proton and carbon nuclear magnetic resonance, mass and UV–vis spectroscopy techniques. Electrochemical studies on hexadeca-substituted phthalocyanines have been reported in this paper. In addition to typical voltammetric responses of the common octa and tetra substituted MPc’s, copper ( 3 ) and indium ( 4 ) derivatives showed completely different in situ spectroelectrochemical responses with very sharp and intense absorption bands for the anionic forms of these complexes. The aggregation behaviours of the phthalocyanine complexes were also investigated in different solvents and concentrations. [ABSTRACT FROM AUTHOR]

Novel hexadeca-substituted metallophthalocyanines (M = Cu, Ni, In) carrying eight hexyloxy groups on non-peripheral positions together with four chloro and four p -sulphonylphenoxy groups on peripheral positions have been synthesized by using microwave irradiation. All newly synthesized amphiphilic phthalocyanine complexes have been characterized by using elemental analysis, Fourier transform infrared spectroscopy, proton nuclear magnetic resonance, mass and UV–vis spectroscopy techniques. The electrochemical behavior of the phthalocyanines was investigated by cyclic voltammetry and square wave voltammetry on a platinum-working electrode. While all complexes gave common phthalocyanine ring-based electron transfer processes, changing the metal center especially affected the aggregation and chemical stabilities of the complexes during the redox reactions. Aggregation tendency of copper phthalocyanine was also studied in methanol and no aggregation was observed in the concentration range from 2 × 10 −6 to 12 × 10 −6 mol dm −3 . [ABSTRACT FROM AUTHOR]