6-Polyamino-substituted quinolines: synthesis and multiple metal (Cu(II), Hg(II) and Zn(II)) monitoring in aqueous media

Abel, A.S.; Averin, A.D.; Cheprakov, A.V.; Roznyatovsky, V.A.; Denat, F.; Bessmertnykh-Lemeune, A.; Beletskaya, I.P.

Статья опубликована в высокорейтинговом журнале

Информация о цитировании статьи получена из Web of Science, Scopus
Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 13 июня 2019 г.

Авторы: Abel Anton S., Averin Alexei D., Cheprakov Andrey V., Roznyatovsky Vitaly A., Denat Franck, Bessmertnykh-Lemeune Alla, Beletskaya Irina P.
Журнал: Organic and Biomolecular Chemistry
Том: 17
Номер: 17
Год издания: 2019
Издательство: Royal Society of Chemistry
Местоположение издательства: United Kingdom
Первая страница: 4243
Последняя страница: 4260
DOI: 10.1039/C9OB00259F
Аннотация: Chemoselective palladium-catalyzed arylation of polyamines with 6-bromoquinoline has been explored to prepare chelators for the detection of metal cations in aqueous media. The introduction of a single aromatic moiety into non-protected polyamine molecules was achieved using the commercially available Pd(dba)2/BINAP precatalyst to afford nitrogen chelators, in which the aromatic signalling unit is directly attached to the polyamine residue. Water-soluble receptors were then synthesized using N-alkylation of these polyamines by hydrophilic coordinating residues. By combining rich photophysical properties of the 6-aminoquinoline unit with a high coordination affinity of chelating polyamines and a hydrophilic character of carboxamido-substituted phosphonic acid diesters in a single molecular device, we synthesized chemosensor 5 for selective double-channel (UV–vis and fluorescence spectroscopies) detection of CuII ions in aqueous media at physiological levels. This receptor is suitable for the analysis of drinking water and fabrication of paper test strips for the naked-eye detection of CuII ions under UV-light. By increasing the number of donor sites we also obtained chemosensor 6 which is efficient for the detection of HgII ions. Moreover, chemosensor 6 is also suitable for multiple detection of metal ions because it chelates not only HgII but also CuII and ZnII ions displaying different responses of emission in the presence of these three cations.
Добавил в систему: Абель Антон Сергеевич

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6-Polyamino-substituted quinolines: synthesis and multiple metal (Cu(II), Hg(II) and Zn(II)) monitoring in aqueous mediaстатья

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