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Aryl- and hetaryl-containing amide anions in reactions of aromatic nucleophilic substitution Научная публикация

Журнал Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171
Вых. Данные Год: 1995, Том: 44, Номер: 12, Страницы: 2211-2215 Страниц : 5 DOI: 10.1007/BF00713583
Ключевые слова aryl-containing amide anions; aryl halides; SNAr reactions; phase transfer catalysis; Bronsted coefficient
Авторы Vlasov V.M. 1 , Oskina I.A. 1 , Landini D. 2 , Maia A. 2
Организации
1 Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation
2 Department of Organic and Industrial Chemistry, University of Milan, via Golgi 19, 20133, Milan, Italy

Реферат: The results of kinetic studies of SNAr reactions of p-nitrohalobenzenes, hexafluorobenzene, and pentafluoropyridine with aryl-, diaryl-, and hetarylamide anions under homogeneous conditions (in dimethyl sulfoxide) and under conditions of phase transfer catalysis (in toluene) are analyzed. The increase in the Bronsted coefficient beta(Nu) in reactions of amide anions in DMSO as the electrophilicity of the substrate increases and steric hindrance in nucleophiles decreases may result from a higher degree of charge transfer from a nucleophile to a substrate in the transition state. The possibility of replacement of the SNAr by the SET mechanism in these reaction is discussed.
Библиографическая ссылка: Vlasov V.M. , Oskina I.A. , Landini D. , Maia A.
Aryl- and hetaryl-containing amide anions in reactions of aromatic nucleophilic substitution
Russian Chemical Bulletin. 1995. V.44. N12. P.2211-2215. DOI: 10.1007/BF00713583 WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: 1 дек. 1995 г.
Идентификаторы БД:
Web of science: WOS:A1995UE90700001
Scopus: 2-s2.0-40449103382
РИНЦ: 28533413
OpenAlex: W2952137757
Цитирование в БД:
БД Цитирований
Web of science 1
Scopus 2
РИНЦ 2
OpenAlex 2
Альметрики: