Multi-step syntheses, electrochemistry and spectroelectrochemistry of peripheral CoII, CuII and MnIIICl phthalocyanines bearing pyrazoline

New CoII (CoPc), CuII (CuPc) and Mn IIICl (MnPc) phthalocyanines bearing pyrazoline were acquired and their structural characterization were performed by mass, NMR, UV-Vis and FT-IR spectroscopic meth-ods. Afterwards, electrochemical and spectroelectrochemical properties of cobalt(II), copper (II) and man-ganese (III) phthalocyanines were searched. Redox mechanisms of CoII (CoPc), CuII (CuPc) and Mn IIICl (MnPc) phthalocyanines were determined by using in-situ spectroelectrochemical and electrochemical analyses. The electrochemical analyses indicated that CuPc illustrated Pc ring based redox processes. [Co IIPc2 -]/[CoIPc2 -]1 - and [Co IIPc2 -]/[CoIIIPc2 -]1 + couples for CoPc and [Cl1 --Mn IIIPc2-]/[Cl1 --Mn IIPc2 -]1 - and [Cl1 --Mn IIPc2 -]1-/[Cl1--MnIPc2 -]2 - couples for MnPc were observed in addition to the Pc based re-actions. These redox mechanisms were supported with the in-situ spectroelectrochemical measurements. Distinct spectral and color changes were observed due to the metal based redox reactions of CoPc and MnPc. The enhanced redox activity of CoPc and MnPc indicated these functionalities for the possible electrochemical applications.(c) 2022 Elsevier B.V. All rights reserved.

Automated summary

In this study, new pyrazoline-substituted CoII (CoPc), CuII (CuPc), and Mn IIICl (MnPc) phthalocyanines were synthesized and their structural characterization, electrochemical, and spectroelectrochemical properties were investigated. The redox mechanisms of these phthalocyanines were determined using in-situ spectroelectrochemical and electrochemical analyses. The enhanced redox activity of CoPc and MnPc suggests their potential applications in electrochemistry.