Unusual lability of pentafluorophenoxy group in reactions of potassium aroxides with pentafluoropyridine Научная публикация
| Журнал |
Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393 |
||
|---|---|---|---|
| Вых. Данные | Год: 2002, Том: 38, Номер: 1, Страницы: 115-125 Страниц : 11 DOI: 10.1023/A:1015371212613 | ||
| Авторы |
|
||
| Организации |
|
Реферат:
The kinetics of the reactions of pentafluoropyridine with potassium aroxides, leading to formation of polyfluorinated aryl pyridyl ethers, conform to the Bronsted equation. The data obtained for potassium pentafluorophenoxide deviate from the general correlation because of readily occuring reverse reaction, replacement of the pentafluorophenoxy group by released fluoride ion. PM3 calculations of the electronic structure of the reagents, intermediate sigma-complexes, and products showed that the replacement of fluorine in pentafluoropyridine is a charge-controlled process, whereas unusually easy replacement of the pentafluorophenoxy group in the corresponding aryl pyridyl ether by fluorine is explained by structural features of its lowest unoccupied molecular orbital.
Библиографическая ссылка:
Vlasov V.
, Aksenov V.
, Rodionov P.
, Beregovaya I.
, Shchegoleva L.
Unusual lability of pentafluorophenoxy group in reactions of potassium aroxides with pentafluoropyridine
Russian Journal of Organic Chemistry. 2002. V.38. N1. P.115-125. DOI: 10.1023/A:1015371212613 WOS Scopus РИНЦ OpenAlex
Unusual lability of pentafluorophenoxy group in reactions of potassium aroxides with pentafluoropyridine
Russian Journal of Organic Chemistry. 2002. V.38. N1. P.115-125. DOI: 10.1023/A:1015371212613 WOS Scopus РИНЦ OpenAlex
Идентификаторы БД:
| Web of science: | WOS:000174771400021 |
| Scopus: | 2-s2.0-0036262052 |
| РИНЦ: | 13404928 |
| OpenAlex: | W156058691 |