Substitution of fluorine in M[C6F5BF3] with organolithium compounds: distinctions between O- and N-nucleophiles Научная публикация
| Журнал |
Beilstein Journal of Organic Chemistry
ISSN: 1860-5397 |
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| Вых. Данные | Год: 2017, Том: 13, Страницы: 703-713 Страниц : 11 DOI: 10.3762/bjoc.13.69 | ||||||
| Ключевые слова | C-nucleophile; NMR spectroscopy; nucleophilic substitution; pentafluorophenyltrifluoroborate | ||||||
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Реферат:
Borates M[C6F5BF3] (M = K, Li, Bu4N) react with organolithium compounds, RLi (R = Me, Bu, Ph), in 1,2-dimethoxyethane or diglyme to give M[4-RC6F4BF3] and M[2-RC6F4BF3]. When R is Me or Bu, the nucleophilic substitution of the fluorine atom at the para position to boron is the predominant route. When R = Ph, the ratio M[4-RC6F4BF3]/M[2-RC6F4BF3] is ca. 1:1. Substitution of the fluorine atom at the ortho position to boron is solely caused by the coordination of RLi via the lithium atom with the fluorine atoms of the BF3 group. This differs from the previously reported substitution in K[C6F5BF3] by O- and N-nucleophiles that did not produce K[2-NuC(6)F(4)BF(3)].
Библиографическая ссылка:
Shabalin A.Y.
, Adonin N.Y.
, Bardin V.V.
Substitution of fluorine in M[C6F5BF3] with organolithium compounds: distinctions between O- and N-nucleophiles
Beilstein Journal of Organic Chemistry. 2017.
V.13. P.703-713. DOI: 10.3762/bjoc.13.69
WOS
Scopus
РИНЦ
OpenAlex
Substitution of fluorine in M[C6F5BF3] with organolithium compounds: distinctions between O- and N-nucleophiles
Beilstein Journal of Organic Chemistry. 2017.
V.13. P.703-713. DOI: 10.3762/bjoc.13.69
WOS
Scopus
РИНЦ
OpenAlex
Файлы:
Полный текст от издателя
Даты:
| Опубликована online: | 12 апр. 2017 г. |
Идентификаторы БД:
| Web of science: | WOS:000407576500001 |
| Scopus: | 2-s2.0-85020535436 |
| РИНЦ: | 29755190 |
| OpenAlex: | W2607286385 |