Synthesis of 1-(tetrafluorophenyl)perfluoro-1-phenylethanes and their cyclization into polyfluoro-9-methylfluorenes under the action of antimony pentafluoride Научная публикация
| Журнал |
Journal of Fluorine Chemistry
ISSN: 0022-1139 |
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| Вых. Данные | Год: 2020, Том: 237, Номер статьи : 109615, Страниц : 1 DOI: 10.1016/j.jfluchem.2020.109615 | ||
| Ключевые слова | 1,1-Diphenylethane; Cation; Cyclization; DFT calculations; Fluorene; Perfluorinated | ||
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| Организации |
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Реферат:
The interaction of perfluoroethylbenzene with isomeric tetrafluorobenzenes in the presence of SbF5 at 25 °C, with further treatment of the reaction mixture with HF–pyridine and then with water, gives the corresponding 1-(tetrafluorophenyl)perfluoro-1-phenylethanes. 1-(2,3,4,5-Tetrafluorophenyl)perfluoro-1-phenylethane heated with SbF5 at 50–55 °C gives perfluoro-9-methylfluorene. 1-(2,3,5,6-Tetrafluorophenyl)perfluoro-1-phenylethane under similar conditions forms 1,2,3,4,5,7,8,9-octafluoro-9-(trifluoromethyl)fluorene and the corresponding 2,3,4,9-tetrahydro-1H-fluorene. In the case of 1-(2,3,4,6-tetrafluorophenyl)perfluoro-1-phenylethane, fluorene derivatives were not obtained under the action of SbF5 at 50–130 °C. The experimental data are consistent with the DFT calculations (B3LYP/6-31G*) of the energy barrier for the conrotatory electrocyclization of polyfluorinated 1,1-diphenyl-1-ethyl cations. © 2020 Elsevier B.V.
Библиографическая ссылка:
Mezhenkova T.V.
, Komarov V.V.
, Karpov V.M.
, Beregovaya I.V.
, Zonov Y.V.
Synthesis of 1-(tetrafluorophenyl)perfluoro-1-phenylethanes and their cyclization into polyfluoro-9-methylfluorenes under the action of antimony pentafluoride
Journal of Fluorine Chemistry. 2020. V.237. 109615 :1-1. DOI: 10.1016/j.jfluchem.2020.109615 WOS Scopus РИНЦ OpenAlex
Synthesis of 1-(tetrafluorophenyl)perfluoro-1-phenylethanes and their cyclization into polyfluoro-9-methylfluorenes under the action of antimony pentafluoride
Journal of Fluorine Chemistry. 2020. V.237. 109615 :1-1. DOI: 10.1016/j.jfluchem.2020.109615 WOS Scopus РИНЦ OpenAlex
Даты:
| Поступила в редакцию: | 9 июн. 2020 г. |
| Принята к публикации: | 23 июл. 2020 г. |
| Опубликована online: | 26 июл. 2020 г. |
| Опубликована в печати: | 1 сент. 2020 г. |
Идентификаторы БД:
| Web of science: | WOS:000560728900008 |
| Scopus: | 2-s2.0-85089079748 |
| РИНЦ: | 45360356 |
| OpenAlex: | W3044727119 |