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Ten-fold boost of catalytic performance in thiol–yne click reaction enabled by a palladium diketonate complex with a hexafluoroacetylacetonate ligand Научная публикация

Журнал Catalysis Science & Technology
ISSN: 2044-4761
Вых. Данные Год: 2018, Том: 8, Номер: 12, Страницы: 3073-3080 Страниц : 8 DOI: 10.1039/c8cy00173a
Авторы Eremin Dmitry B. 1 , Boiko Daniil A. 1,2 , Borkovskaya Eugenia V. 1 , Khrustalev Victor N. 3 , Chernyshev Victor M. 4 , Ananikov Valentine P. 1,2
Организации
1 N.D. Zelinsky Institute of Organic Chemistry RAS
2 Lomonosov Moscow State University
3 Peoples’ Friendship University of Russia (RUDN University)
4 Platov South-Russian State Polytechnic University (NPI)
Реферат: Palladium complexes with fluorinated acetylacetonate chelating ligands were studied as catalysts for alkyne hydrothiolation. A ten-fold increase in the catalytic efficiency was achieved by using 0.1 mol% of Pd(hfpd)2 complex (hfpd = hexafluoroacetylacetonate) with a variety of thiol–yne coupling partners. The principal possibility of a hundred-fold increase in the efficiency of Pd-catalyzed Markovnikov-type RSH addition with 0.01 mol% of the catalyst was successfully achieved with the hfpd ligand for the first time. The hexafluoroacetylacetonate chelating ligand not only enhanced the affinity of palladium centers to the triple bond of acetylene, but also stabilized the catalytic system against formation of insoluble polymeric [Pd(SPh)2]n species, thus ensuring that the reaction operates homogeneously. Utilizing other diketonate ligands resulted in cocktail-type catalysis with variable and poorly predictable contributions of homogeneous and heterogeneous pathways.
Библиографическая ссылка: Eremin D.B. , Boiko D.A. , Borkovskaya E.V. , Khrustalev V.N. , Chernyshev V.M. , Ananikov V.P.
Ten-fold boost of catalytic performance in thiol–yne click reaction enabled by a palladium diketonate complex with a hexafluoroacetylacetonate ligand
Catalysis Science & Technology. 2018. V.8. N12. P.3073-3080. DOI: 10.1039/c8cy00173a Scopus OpenAlex
Идентификаторы БД:
Scopus: 2-s2.0-85048955232
OpenAlex: W2806338287
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OpenAlex 10
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