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The Influence of the Nature of Phosphine Ligand on Palladium Catalysts for Cross-Coupling of Weakly Nucleophilic Potassium Pentafluorophenyltrifluoroborate with ArHal and PhCH2Hal (Hal=Br, Cl) Научная публикация

Журнал Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416
Вых. Данные Год: 2014, Том: 70, Номер: 23, Страницы: 3720-3725 Страниц : 6 DOI: 10.1016/j.tet.2014.04.019
Ключевые слова Aryl halides, Bulky phosphine, Cross-coupling, Palladium catalyst, Polyfluorinated organotrifluoroborates
Авторы Shabalin Anton Yu. 1 , Adonin Nicolay Yu. 1 , Bardin Vadim V. 1,2 , Parmon Valentin N. 1
Организации
1 G.K. Boreskov Institute of Catalysis, SB RAS, Acad. Lavrentjev Ave. 5, 630090 Novosibirsk, Russian Federation
2 N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, SB RAS, Acad. Lavrentjev Ave. 9, 630090 Novosibirsk, Russian Federation

Информация о финансировании (1)

1 Федеральное агентство научных организаций России V.44.2.12.

Реферат: The influence of the ligand nature on catalytic activity of palladium catalysts for cross-coupling of weakly nucleophilic potassium pentafluorophenyltrifluoroborate, which imitates the behavior of electron-deficient organoboron reagents, with aryl halides, ArHal (Hal=Br, Cl) was studied. The activity of the catalysts generated in situ from Pd(OAc)2 and appropriate phosphorous containing ligands and the reaction selectivity was found to depend on the nature of bulky phosphines used as ligands. As a result, conditions for involving the electron-deficient organoboron reagent - potassium pentafluorophenyltrifluoroborate - in the palladium-catalyzed cross-coupling with aryl bromides and aryl chlorides were identified. It was demonstrated that the chosen conditions are appropriate for the reaction of K[C6F5BF3] with benzyl chloride and benzyl bromide deriving pentafluorophenylarylmethanes, C6F5CH2Ar.
Библиографическая ссылка: Shabalin A.Y. , Adonin N.Y. , Bardin V.V. , Parmon V.N.
The Influence of the Nature of Phosphine Ligand on Palladium Catalysts for Cross-Coupling of Weakly Nucleophilic Potassium Pentafluorophenyltrifluoroborate with ArHal and PhCH2Hal (Hal=Br, Cl)
Tetrahedron. 2014. V.70. N23. P.3720-3725. DOI: 10.1016/j.tet.2014.04.019 WOS Scopus РИНЦ CAPlusCA OpenAlex
Даты:
Поступила в редакцию: 12 нояб. 2013 г.
Принята к публикации: 7 апр. 2014 г.
Опубликована online: 13 апр. 2014 г.
Опубликована в печати: 10 июн. 2014 г.
Идентификаторы БД:
Web of science: WOS:000336191600011
Scopus: 2-s2.0-84899965937
РИНЦ: 21877201
Chemical Abstracts: 2014:672473
Chemical Abstracts (print): 160:691051
OpenAlex: W2950267769
Цитирование в БД:
БД Цитирований
Web of science 16
Scopus 16
РИНЦ 17
OpenAlex 23
Альметрики: