Regioselectivity and relative substrate activity of difluoroquinolines containing fluorine atoms in benzene ring in reaction with sodium methoxide Научная публикация
| Журнал |
Journal of Fluorine Chemistry
ISSN: 0022-1139 |
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| Вых. Данные | Год: 2005, Том: 126, Номер: 11-12, Страницы: 1502-1509 Страниц : DOI: 10.1016/j.jfluchem.2005.08.010 | ||||
| Ключевые слова | difluoroquinolines; methoxydefluorination; liquid ammonia; regioselectivity; enthalpic control | ||||
| Авторы |
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Реферат:
Methoxydefluorination of 5,7-, 6,7-, 6,8-, and 5,8-difluoroquinoline (1-4) by the action of sodium methoxide has been studied in liquid ammonia and Me,SO. The regioselectivity of methoxydefluorination of I and 2 in the temperature interval 218-240 K in liquid ammonia and 1 and 4 in the interval 298-378 K in Me2SO as well as the activity correlation of individual reaction centers in different substrates have been established as enthalpically controlled. The overall pattern of relative reactivity is consistent with the ab initio (RHF/6-31G*) calculated relative stabilities and electronic structures of the sigma-complexes formed by the substrates with the hydroxide anion as a model nucleophile. (c) 2005 Elsevier B.V. All rights reserved.
Библиографическая ссылка:
Politanskaya L.
, Malysheva L.
, Beregovaya I.
, Bagryanskaya I.
, Gatilov Y.
, Malykhin E.
, Shteingarts V.
Regioselectivity and relative substrate activity of difluoroquinolines containing fluorine atoms in benzene ring in reaction with sodium methoxide
Journal of Fluorine Chemistry. 2005. V.126. N11-12. P.1502-1509. DOI: 10.1016/j.jfluchem.2005.08.010 WOS Scopus РИНЦ OpenAlex
Regioselectivity and relative substrate activity of difluoroquinolines containing fluorine atoms in benzene ring in reaction with sodium methoxide
Journal of Fluorine Chemistry. 2005. V.126. N11-12. P.1502-1509. DOI: 10.1016/j.jfluchem.2005.08.010 WOS Scopus РИНЦ OpenAlex
Даты:
| Опубликована в печати: | 1 дек. 2005 г. |
Идентификаторы БД:
| Web of science: | WOS:000233787400010 |
| Scopus: | 2-s2.0-27844600578 |
| РИНЦ: | 13499598 |
| OpenAlex: | W2953273404 |