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Synthesis, Structure, and Properties of Supramolecular Charge-Transfer Complexes between Bis(18-crown-6)stilbene and Ammonioalkyl Derivatives of 4,4'-Bipyridine and 2,7-Diazapyreneстатья
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: 18 июля 2013 г.
- Авторы: Vedernikov A.I., Ushakov E.N., Efremova A.A., Kuz'mina L.G., Moiseeva A.A., Lobova N.A., Churakov A.V., Strelenko Y.A., Alfimov M.V., Howard J.A.K, Gromov S.P.
- Журнал: Journal of Organic Chemistry
- Том: 76
- Номер: 16
- Год издания: 2011
- Издательство: American Chemical Society
- Местоположение издательства: United States
- Первая страница: 6768
- Последняя страница: 6779
- DOI: 10.1021/jo201172w
- Аннотация: 4,4'-Bipyridine and 2,7-diazapyrene derivatives (A) having two ammonioalkyl N-substituents were synthesized. The complex formation of these compounds with bis(18-crown-6)stilbene (D) was studied by spectrophotometry, cyclic voltammetry, (1)H NMR spectroscopy, and X-ray diffraction analysis. In MeCN, pi-donor D and pi-acceptors A form supramolecular 1:1 (D . A) and 2:1 (D . A . D) charge-transfer complexes. The D . A complexes have a pseudocyclic structure as a result of ditopic binding of the ammonium groups to the crown-ether fragments. The better the geometric matching between the components, the higher the stability of the D . A complexes (log K up to 9.39). A key driving force of the D. A . D complex formation is the excessive steric strain in the precursor D . A complexes. The pseudocyclic D . A complexes involving the ammoniopropyl derivative of 4,4'-bipyridine were obtained as single crystals. Crystallization of the related ammonioethyl derivative was accompanied by transition of the D . A complexes to a structure of the (D . A)(m) coordination polymer type.
- Добавил в систему: Громов Сергей Пантелеймонович