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Photoinduced hydrogen-bonded self-assembly of cation-capped complexes and novel photoswitchable supramolecular devices based on (aza)-18-crown-6-containing styryl dyes bearing a long N-ammonioalkyl substituentстатья
Информация о цитировании статьи получена из
Scopus
Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 15 февраля 2024 г.
- Авторы: Gromov S.P., Martyanov T.P., Vedernikov A.I., Dmitrieva S.N., Kondratuk D.V., Vorozhtsov A.P., Ushakov E.N.
- Журнал: New Journal of Chemistry
- Том: 47
- Номер: 44
- Год издания: 2023
- Издательство: Royal Society of Chemistry
- Местоположение издательства: United Kingdom
- Первая страница: 20557
- Последняя страница: 20567
- DOI: 10.1039/d3nj02877a
- Аннотация: E-Isomers of styryl dyes containing a benzo-18-crown-6 ether or N-methylbenzoaza-18-crown-6 ether moiety and a benzothiazolium residue with an ammoniohexyl, ammoniopentyl, or ammoniomethylbenzyl N-substituent were synthesized. According to spectrophotometry and NMR spectroscopy data, dyes of this type are capable of self-assembly in MeCN to form dimeric complexes, which have a pseudocyclic structure owing to double intermolecular ammonium cation–crown ether interactions via hydrogen bonds; the dimerization equilibrium constants were measured. It was shown that photoinduced Z-isomers of the dyes are capable of intramolecular complex formation between the ammonium cation and the crown ether moiety; therefore, upon E→Z photoisomerization, the dimer–monomer equilibrium shifts towards the pseudocyclic monomer. Data on the relative stability of the intramolecular cation-capped complexes formed by Z-isomers were obtained. It was shown that the equilibrium constants for the Ba2+ complexation with E-isomers of the dyes are almost three orders of magnitude higher than those for that with Z-isomers, which may imply the applicability of these dyes as photoswitchable supramolecular devices.
- Добавил в систему: Громов Сергей Пантелеймонович