Chalcone-Appended Metallophthalocyanines: Synthesis, Redox Properties, and Catalytic Oxidation of 2-Mercaptoethanol
Abstract
A novel series of metallophthalocyanines (M = Zn, Co, Cd), each bearing four peripheral chalcone groups, was synthesized and its characterization was carried out through FT-IR, NMR (¹H and ¹³C), HRMS, UV-Vis spectroscopy. Electrochemical investigations revealed distinctive redox behaviors for each complex. Notably, Pc-6 underwent non-reversible reduction (−0.86 V) and oxidation (0.20 V), while Pc-7 and Pc-8 showed reversible reductions at −0.65 V and −0.64 V, respectively. Spectroelectrochemical analysis indicated that Pc-6 and Pc-8 rapidly decomposed following ring-based redox events, whereas Pc-7 displayed a more stable and dynamic transformation, characterized by distinct isosbestic points and the emergence of new absorption bands. This behavior underscores the enhanced electronic delocalization and redox stability of Pc-7. Furthermore, Pc-7 demonstrated catalytic activity in the oxidation of 2-mercaptoethanol, yielding a turnover number of 45.84 and an initial rate of 0.084 µmol·s⁻¹. These results highlight the potential of chalcone-functionalized phthalocyanines, especially Pc-7, as robust redox-active and catalytic materials.
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Details
Primary Language
English
Subjects
Inorganic Chemistry (Other)
Journal Section
Research Article
Early Pub Date
July 23, 2026
Publication Date
-
Submission Date
September 19, 2025
Acceptance Date
May 16, 2026
Published in Issue
Year 2026 Number: Advanced Online Publication