Publication: Photophysical and photochemical properties and comparison of tolyl and tosyl coumarin-bearing phthalocyanines
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Date
2023-02-15
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Abstract
© 2022In this study, peripheral and non-peripherally substituted Zn(II) phthalocyanine complexes were synthesized from 7‑hydroxy-3-(p-tolyl)coumarin and 7‑hydroxy-3-(p-tosyl)coumarin compounds. The synthesized new compounds were characterized using elemental analysis, FT-IR, UV–Vis, Fluorescence 1HNMR spectroscopy and MALDI-TOF mass spectrometry. All the synthesized phthalocyanine complexes showed good solubility in organic solvents such as acetone, dichloromethane, chloroform, pyridine, and ethyl acetate. Fluorescent quenching behavior was investigated using 1,4-benzoquinone and potassium iodide as a quencher. The photophysical (fluorescent quantum yields and lifetimes) and photochemical (single oxygen and photodegradation quantum yields) properties of these new phthalocyanines were examined in dimethyl sulfoxide. Phthalocyanine complexes containing 7‑hydroxy-3-(p-tolyl)coumarin had higher singlet oxygen quantum yields than phthalocyanine complexes containing 7‑hydroxy-3-(p-tosyl)coumarin. Phthalocyanines to which coumarins are peripherally bound were more advantageous than their non-peripherally bound derivatives. As a result of their photophysical and photochemical properties, coumarin-phthalocyanine complexes containing tolyl-/tosyl- groups can be used as photosensitizing candidates in photodynamic therapy and can be developed with targeted modifications.
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Kimya, Analitik Kimya, Biyokimya, Biyoinorganik Kimya, Fizikokimya, Spektroskopi, İnorganik Kimya, Temel Bilimler, Chemistry, Analytical Chemistry, Biochemistry, Bioinorganic Chemistry, Physical Chemistry, Spectroscopy, Inorganic Chemistry, Natural Sciences, Temel Bilimler (SCI), KİMYA, İNORGANİK VE NÜKLEER, KİMYA, ANALİTİK, SPEKTROSKOPİ, KİMYA, ORGANİK, Natural Sciences (SCI), CHEMISTRY, CHEMISTRY, INORGANIC & NUCLEAR, CHEMISTRY, ANALYTICAL, SPECTROSCOPY, CHEMISTRY, ORGANIC, Fizik Bilimleri, Organik Kimya, İnorganik kimya, Physical Sciences, Organic Chemistry, Coumarin, Photodynamic therapy, Phthalocyanine, Singlet oxygen, Synthesis
Citation
Kazancıçok Z., Güler H. E., ÖZDEMİR M., PİŞKİN M., Bulut M., YALÇIN B., SALAN Ü., "Photophysical and photochemical properties and comparison of tolyl and tosyl coumarin-bearing phthalocyanines", Journal of Molecular Structure, cilt.1274, 2023