Publikace detail

Synthesis and Physicochemical Properties of [(1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy]-thiophen-5-yl-substituted Tetrapyrazinoporphyrazine with Magnesium(II) Ion

Rok: 2021

Druh publikace: článek v odborném periodiku

Název zdroje: APPLIED SCIENCES-BASEL

Název nakladatele: MDPI

Místo vydání: BASEL

Strana od-do: 2576

Tituly:

Jazyk	Název	Abstrakt	Klíčová slova
cze	Syntéza a fyzikálně-chemické vlastnosti [(1R,2S,5R)-2-isopropyl-5-methylcyklohexyloxy]-thiofen-5-yl-substituovaných tetrapyrazinoporfyrazinů s manganatými ionty	Byly syntetizovány tetrapyrazinoporfyraziny s postranními menthol-thiofenovými substituenty, produkty byly čištěny sloupcovou chromatografií. Deriváty byly charakterizovány UV-Vis a NMR spektroskopií. Byly stanoveny fotochemická stabilita a kvantový výtěžek singletového kyslíku.	Menthol; fotostabilita; ftalocyaniny; sigletový kyslík; terpeny
eng	Synthesis and Physicochemical Properties of [(1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy]-thiophen-5-yl-substituted Tetrapyrazinoporphyrazine with Magnesium(II) Ion	Tetrapyrazinoporphyrazine with peripheral menthol-thiophenyl substituents was synthesized using Linstead conditions and purified by flash column chromatography. The optimized synthetic and purification procedures allowed us to obtain a new macrocycle with 36% yield. Tetrapyrazinoporphyrazine derivative was characterized by UV-Vis and NMR spectroscopy, as well as MS spectrometry. Complex NMR studies using 1D and 2D NMR techniques allowed the analysis of the bulky menthol-thiophenyl substituted periphery of the new macrocycle. Further, photochemical stability and singlet oxygen quantum yield were determined by indirect method with diphenylisobenzofuran. The new tetrapyrazinoporphyrazine revealed low generation of singlet oxygen with a quantum yield of singlet oxygen formation at 2.3% in dimethylformamide. In turn, the macrocycle under irradiation with visible light presented very high stability with quantum yield for photostability of 9.59 x 10(-6) in dimethylformamide, which figures significantly exceed the border for its classification as a stable porphyrinoid (10(-4)-10(-5)).	menthol; photostability; phthalocyanines; singlet oxygen; terpenes

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