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One‐Step Access to Heteroatom‐Functionalized Imidazol(in)ium Salts Научная публикация

Журнал Angewandte Chemie International Edition
ISSN: 1433-7851 , E-ISSN: 1521-3773
Вых. Данные Год: 2022, Том: 61, Номер: 9, Номер статьи : e202116131, Страниц : DOI: 10.1002/anie.202116131
Авторы Pasyukov Dmitry V. 1 , Shevchenko Maxim A. 1 , Shepelenko Konstantin E. 1 , Khazipov Oleg V. 1 , Burykina Julia V. 2 , Gordeev Evgeniy G. 2 , Minyaev Mikhail E. 2 , Chernyshev Victor M. 1 , Ananikov Valentine P. 2
Организации
1 Platov South-Russian State Polytechnic University (NPI), Prosveschenya 132, Novocherkassk, 346428, Russia
2 Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky Prospect 47, Moscow, 119991, Russia

Реферат: Imidazolium salts have ubiquitous applications in energy research, catalysis, materials and medicinal sciences. Here, we report a new strategy for the synthesis of diverse heteroatom-functionalized imidazolium and imidazolinium salts from easily available 1,4-diaza-1,3-butadienes in one step. The strategy relies on a discovered family of unprecedented nucleophilic addition/cyclization reactions with trialkyl orthoformates and heteroatomic nucleophiles. To probe general areas of application, synthesized N-heterocyclic carbene (NHC) precursors were feasible for direct metallation to give functionalized M/carbene complexes (M=Pd, Ni, Cu, Ag, Au), which were isolated in individual form. The utility of the chloromethyl function for the postmodification of the synthesized salts and Pd/carbene complexes was demonstrated. The obtained complexes and imidazolium salts demonstrated good activities in Pd- or Ni-catalyzed model cross-coupling and C−H activation reactions
Библиографическая ссылка: Pasyukov D.V. , Shevchenko M.A. , Shepelenko K.E. , Khazipov O.V. , Burykina J.V. , Gordeev E.G. , Minyaev M.E. , Chernyshev V.M. , Ananikov V.P.
One‐Step Access to Heteroatom‐Functionalized Imidazol(in)ium Salts
Angewandte Chemie International Edition. 2022. V.61. N9. e202116131 . DOI: 10.1002/anie.202116131 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:000746212100001
Scopus: 2-s2.0-85123464616
OpenAlex: W4200427326
Цитирование в БД:
БД Цитирований
OpenAlex 17
Scopus 14
Web of science 15
Альметрики: