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| TITLE | Pyrrole dicarboxylate substituted porphyrazine, microwave assisted synthesis and properties |
|---|---|
| AUTHOR | Wojciech Szczolko, Michal Kryjewski, Tomasz Koczorowski, Eunice Zuchowska, Lukasz Popenda & Dariusz T. Mlynarczyk |
| YEAR | 2025 |
| JOURNAL | Scientific Reports |
| ABSTRACT | In this study, a new magnesium(II) porphyrazine derivative tetrasubstituted with dicarboxypyrrolyl moieties was synthesized. Two different approaches were used, utilizing conventional heating and microwave irradiation. The developed three-step processes were compared showing the superior performance of the microwave-assisted organic synthesis. The new macrocycle and the novel maleonitrile derivatives were characterized using spectral techniques (mass spectrometry, NMR spectroscopy, UV-Vis spectrophotometry) and the ability of the porphyrazine to generate singlet oxygen assessed using the method with 1,3-diphenylisobenzofuran. The singlet oxygen generation quantum yields were found to be moderate (ΦΔ = 0.23 and 0.22 in DMF and DMSO, respectively) and no aggregation behavior was noted in a series of dilutions. Additionally, the acute toxicity test using Microtox was performed showing almost no toxicity at the concentration of 10− 5 mol/L. The electrochemical studies revealed three redox processes of targeted porphyrazine with low first oxidation peak, whereas the spectroelectrochemistry showed the formation of both cationic and anionic species at proper potentials. |
| FULL ARTICLE | https://www.nature.com/articles/s41598-025-00428-1 |
| INSTRUMENT | FP-6200 |
| KEYWORDS | Microwave-assisted organic synthesis, Singlet oxygen, Porphyrazine, Diaminomaleonitrile, Electrochemistry, aminoporphyrazines |
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