Diverting Ni‐Catalyzed Direct Benzylic C−H Hydroxylation towards Trifluoroethoxylation Научная публикация
Журнал |
Chemcatchem
ISSN: 1867-3899 , E-ISSN: 1867-3880 |
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Вых. Данные | Год: 2024, Том: 16, Номер: 7, Номер статьи : e202301346, Страниц : 8 DOI: 10.1002/cctc.202301346 | ||||||
Авторы |
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Организации |
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Реферат:
Nickel(II) complexes with the simple N4 donor aminopyridine ligands BPMEN (N,N′-dimethyl-N,N′-bis(2-pyridylmethyl)-1,2-diaminoethane) and TPA (tris(2-pyridylmethyl)amine) have been demonstrated to perform as efficient catalysts for the regioselective oxygenation of benzylic C−H groups with m-chloroperoxybenzoic acid under mild conditions (at 20 °C), typically ensuring >90 % substrate conversions within 1 h at 1 mol % catalyst loadings. Unprecedentedly, replacing the commonly used mixed reaction solvent CH3CN/CH2Cl2 with 2,2,2-trifluoroethanol diverts the selectivity of the above Ni-based catalyst systems from hydroxylation/ketonization to trifluoroalkoxylation, with the formation of 1-phenylalkyl 2,2,2-trifluoroethyl ethers. The use of 2,2,2-trifluoroethanol ensures high substrate conversion values (up to 97 %), as well as high selectivity for the ether formation (up to 92 %). Preliminary discussion of the reaction mechanism is given based on the catalytic and literature data.
Библиографическая ссылка:
Bushmin D.
, Samsonenko D.
, Talsi E.
, Lyakin O.
, Bryliakov K.P.
Diverting Ni‐Catalyzed Direct Benzylic C−H Hydroxylation towards Trifluoroethoxylation
Chemcatchem. 2024. V.16. N7. e202301346 :1-8. DOI: 10.1002/cctc.202301346 WOS Scopus РИНЦ OpenAlex
Diverting Ni‐Catalyzed Direct Benzylic C−H Hydroxylation towards Trifluoroethoxylation
Chemcatchem. 2024. V.16. N7. e202301346 :1-8. DOI: 10.1002/cctc.202301346 WOS Scopus РИНЦ OpenAlex
Даты:
Поступила в редакцию: | 23 окт. 2023 г. |
Опубликована online: | 27 нояб. 2023 г. |
Опубликована в печати: | 8 апр. 2024 г. |
Идентификаторы БД:
Web of science: | WOS:001126771000001 |
Scopus: | 2-s2.0-85179942824 |
РИНЦ: | 62786343 |
OpenAlex: | W4389069716 |