Synthesis of N,N′,N″-Triaryl Tris(3-aminopropyl)amine Derivatives and Their Study as Fluorescent Sensors for Metal Cations

Gusev, D.I.; Averin, A.D.; Maloshitskaya, O.A.; Beletskaya, I.P.

Авторы: Gusev D.I., Averin A.D., Maloshitskaya O.A., Beletskaya I.P.
Журнал: Russian Journal of Organic Chemistry
Том: 61
Номер: 10
Год издания: 2025
Издательство: Maik Nauka/Interperiodica Publishing
Местоположение издательства: Russian Federation
Первая страница: 1860
Последняя страница: 1872
DOI: 10.1134/s1070428025604662
Аннотация: Palladium-catalyzed arylation of tris(3-aminopropyl)amine (TRPN) with several halogen-substituted naphthalene, anthracene, phenanthrene, and pyrene was studied. As a result, corresponding N,N',N"-triaryl derivatives were synthesized, and the best yields of the target compounds were obtained in the reactions with 1-chloro- and 9-bromoanthracenes. Fluorescence spectra of these compounds were studied in the presence of metal cations which showed that complete or very strong quenching of emission was observed upon the addition of Cu(II), Al(III), Cr(III) perchlorates in the case of 1-naphthyl-, 2-anthryl-, and 9-phenanthrenyl derivatives of TRPN. For 1-pyrenyl derivative complete quenching of fluorescence took place only in the presence of copper cations. For a number of other metal cations, slight changes in the emission intensity were observed with hypsofloric shifts of the maximum by approximately 10 nm. The characteristic changes in the absorption spectra of compounds 2, 5, 8 were observed in the presence of Cu(II), Al(III), and Cr(III) cations, which make these compounds promising for fluorescent and spectrophotometric detection of Cu(II), Al(III), and Cr(III) cations.
Добавил в систему: Аверин Алексей Дмитриевич

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Synthesis of N,N′,N″-Triaryl Tris(3-aminopropyl)amine Derivatives and Their Study as Fluorescent Sensors for Metal Cationsстатья

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