|
ИСТИНА |
Войти в систему Регистрация |
ИПМех РАН |
||
Nitro derivatives of N-alkylbenzoaza-15-crown-5: synthesis, structures, and complexation with metal and ammonium 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: Dmitrieva S.N., Churakova M.V., Kurchavov N.A., Vedernikov A.I., Kuz'mina L.G., Freidzon A.Y., Bagatur'yants A.A., Strelenko Y.A., Howard J.A.K, Gromov S.P.
- Журнал: Russian Chemical Bulletin
- Том: 59
- Номер: 6
- Год издания: 2010
- Издательство: Springer Nature
- Местоположение издательства: Switzerland
- Первая страница: 1192
- Последняя страница: 1206
- DOI: 10.1007/s11172-010-0222-0
- Аннотация: A number of N-alkylnitrobenzoaza-15-crown-5 with the macrocycle N atom conjugated with the benzene ring were obtained. The structural and complexing properties of these compounds were compared with those of model nitrobenzo- and N-(4-nitrophenyl)aza-15-crown-5 using X-ray diffraction, (1)H NMR spectroscopy, and DFT calculations. The macrocyclic N atom of benzoazacrown ethers are characterized by a considerable contribution of the sp3-hybridized state and a pronounced pyramidal geometry; the crownlike conformation of the macrocycle is preorganized for cation binding, which facilitates complexation. The stability constants of the complexes of crown ethers with the NH(4) (+), EtNH(3) (+), Na(+), K(+), Ca(2+), and Ba(2+) ions were determined by 1H NMR titration in MeCN-d(3). The most stable complexes were obtained with alkaline-earth metal cations, which is due to the higher charge density at these cations. The characteristics of the complexing ability of N-alkylnitrobenzoaza-15-crown-5 toward alkaline earth metal cations are comparable with analogous characteristics of nitrobenzo-15-crown-5 and are much better than those of N-(4-nitrophenyl)aza-15-crown-5.
- Добавил в систему: Громов Сергей Пантелеймонович