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CF2-functionalized trifluoromethylated fullerene C70(CF3)8(CF2): structure, electronic properties, and spontaneous oxidation at the bridgehead carbon atomsстатья
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: 11 ноября 2019 г.
- Авторы: Lukonina Natalia S., Semivrazhskaya Olesya O., Apenova Marina G., Belov Nikita M., Troyanov Sergey I., Goryunkov Alexey A.
- Журнал: Asian Journal of Organic Chemistry
- Том: 8
- Год издания: 2019
- Первая страница: 1924
- Последняя страница: 1932
- DOI: 10.1002/ajoc.201900475
- Аннотация: Thermally induced CF2 addition to Cs-C70(CF3)8 upon reaction with sodium chlorodifluoroacetate is found to proceed via the nucleophilic cyclopropanation pathway, possibly with a certain involvement of the alternative singlet carbene pathway. Of the two major isomers of C70(CF3)8(CF2) characterized by X-ray diffraction and spectroscopically, the less abundant one has a [6,6]-open structure while the more abundant product is a [5,6]-open isomer with highly reactive bridgehead sites. Under ambient conditions, its rapid oxidation and hydration produce, respectively, C70(CF3)8[CF2](OH)2 and C70(CF3)8[CF2](OH)H where the -system is split in two disjoint caps and the HOMO–LUMO gap is considerably increased, as evidenced by the blue-shifted fluorescence.
- Добавил в систему: Луконина Наталья Сергеевна