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Alkali metal trifluoroacetates for the nucleophilic trifluoromethylation of fullerenesстатья
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: 20 декабря 2019 г.
- Авторы: Bogdanov Viktor P., Dmitrieva Veronika A., Ioutsi Vitaliy A., Belov Nikita M., Goryunkov Alexey A.
- Журнал: Journal of Fluorine Chemistry
- Том: 226
- Год издания: 2019
- Издательство: Elsevier BV
- Местоположение издательства: Netherlands
- Первая страница: 109344
- DOI: 10.1016/j.jfluchem.2019.109344
- Аннотация: Fullerene C60 readily reacts with potassium and cesium trifluoroacetates yielding C60(CF3)–M+ salts, and subsequent acid hydrolysis gives ortho-C60(CF3)H. The reaction rate and the probability of the alternative reaction pathways strongly depend on the particular metal cation. Thus, the reactivity increases in the order Li < Na < K≈Cs, in correlation with the decreasing thermal stability. Furthermore, the sodium and, especially, lithium salts tend to effect CF2- rather than CF3-functionalization of the fullerene, in good accordance with the hard/soft acids and bases theory. The nucleophilic trifluoromethylation is found to be applicable to other pristine fullerenes like C70 as well as to fullerene derivatives like p7mp-C70(CF3)10. It enables selective preparation of low trifluoromethylated fullerenes via regioselective consecutive trifluoromethylation under accurately controlled solution-phase conditions.
- Добавил в систему: Богданов Виктор Павлович