Synthesis and structural characterization of 2,3,7,8,12,13,17,18-octakis(propyl), N, N, N′, N′-tetramethylaminoporphyrazines and 2,3,9,10,16,17,23,24-octa substituted phthalocyanine and the kinetic studies of their Co(II) and Cu(II) metalated complexes

• Three tetrapyrrole macrocyclic compounds were synthesized and characterized using elemental analysis, FTIR, 1H, 13C NMR and UV–Vis spectroscopic techniques.
• Kinetics of their metalation with Co(II) and Cu(II) and redox reaction of the complexes was studied.
• The rate of redox reaction of the complexes is a function of their peripheral functionalities.
• The incorporation of the metal ions, deformation of the ring was essential for effective coordination as a function of the metal ion size and peripheral functionalities of the ligands.

Three tetrapyrrole macrocyclic compounds 2,3,7,8,12,13,17,18-octakis(propyl)porphyrazine, N, N, N′, N′-tetramethylamino porphyrazine hybrid and 2,3,9,10,16,17,23,24-octa substituted phthalocyanine were synthesized and characterized using elemental analysis, FTIR, 1H, 13C NMR and UV–vis spectroscopic techniques. Kinetics of their metalation with Cu(II) and Co(II) and redox reaction of the complexes was studied and are reported here for the first time. It is suggested that deformation of the ring, which is a function of their peripheral functionalities, is essential for effective coordination of the ligands. The kinetic studies indicated metal based oxidation and ring based reduction for the reductants and oxidant respectively. The redox activity of the metal ions is dependent on the availability of their low energy level d-orbitals for charge transfer. It was therefore inferred that the nature of the metal ion and the peripheral substituents of these ligands and their complexes had significant effect on their reactivity.

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