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New dithiacrown-ether butadienyl dyes: synthesis, structure, and complex formation with heavy metal cationsстатья
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: 18 июля 2013 г.
- Авторы: Vedernikov A.I., Ushakov E.N., Kuz'mina L.G., Churakov A.V., Strelenko Y.A., Woerner M., Braun A.M., Howard J.A.K, Alfimov M.V., Gromov S.P.
- Журнал: Journal of Physical Organic Chemistry
- Том: 23
- Номер: 3
- Год издания: 2010
- Издательство: John Wiley & Sons Inc.
- Местоположение издательства: United States
- Первая страница: 195
- Последняя страница: 206
- DOI: 10.1002/poc.1596
- Аннотация: Benzothiazole type butadienyl dyes containing a dithia-15-crown-5 (2a) or dithia-18-crown-6 ether (2b) moieties were synthesized. The structures of dyes 2a,b and their complexes with Ag(+) and Pb(2+) were studied by an X-ray crystallography. It was found that the conformations of dithiacrown-ether moieties of dyes 2a,b are unfavorable for complex formation and change significantly upon binding of Ag(+) or Pb(2+). The complexation of 2a,b with Ag(+), Cd(2+), Pb(2+), and Hg(2+) in water-acetonitrile mixtures with different contents of water (P(w) = 0-75%, v/v) was studied by (1)H NMR, UV-Vis spectroscopy, and polarography. In anhydrous acetonitrile, the stability constants of 1:1 complexes change in the sequence Cd(2+) < Pb(2+) <= Ag(+) << Hg(2+) in the case of 2a and in the sequence Cd(2+) < Ag(+) < Pb(2+) << Hg(2+) in the case of 2b. As P(w) increases, the thermodynamic stability of Ag(+) complexes increases. The opposite effect is observed for the complexes with Cd(2+), Pb(2+), and Hg(2+). When P(w) similar to 50%, the stability constants of complexes with Cd(2+) and Pb(2+) become too small to be measured. The selectivity of ligands 2a,b toward Hg(2+) versus Ag(+) is very high at any P(w) values (selectivity coefficients > 10(4)). The complexation of 2a,b with Hg(2+) at P(w) <= 50% is accompanied by a substantial hypsochromic effect. This allows dithiacrown-containing butadienyl dyes to be used as selective optical molecular sensors for heavy metal ions, in particular, in aqueous solutions. Copyright (C) 2009 John Wiley & Sons, Ltd.
- Добавил в систему: Громов Сергей Пантелеймонович