Sciact
  • EN
  • RU

Aliphatic C-H Azidation by Mn Based Mimics of α-Ketoglutarate Dependent Enzymes Научная публикация

Журнал Journal of Catalysis
ISSN: 0021-9517 , E-ISSN: 1090-2694
Вых. Данные Год: 2024, Том: 429, Номер статьи : 115275, Страниц : 6 DOI: 10.1016/j.jcat.2023.115275
Ключевые слова Asymmetric catalysis, Azidation, C-H activation, Enzyme models, Hydrogen peroxide, Manganese
Авторы Ottenbacher Roman V. 1 , Lubov Dmitry P. 1 , Samsonenko Denis G. 2,3 , Nefedov Andrey A. 3,4 , Bryliakov Konstantin P. 1
Организации
1 Zelinsky Institute of Organic Chemistry RAS, Leninsky Pr. 47, Moscow 119991, Russia
2 Nikolaev Institute of Inorganic Chemistry SB RAS, Pr. Lavrentieva 3, Novosibirsk 630090, Russia
3 Novosibirsk State University, Pirogova 1, Novosibirsk 630090, Russia
4 Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Pr. Lavrentieva 9, Novosibirsk 630090, Russia

Реферат: α-Ketoglutarate dependent nonheme halogenases catalyze regioselective functionalization of aliphatic Csingle bondH bonds via H abstraction by the ferryl site of the [X−FeIV=O] intermediate, followed by radical rebound to an adjacent halogen ligand X at the same Fe center. Herein we report biomimetic nonheme Mn complexes, possessing two labile cis-α coordination sites and capable of catalyzing the enantioselective azidation of C(sp3)−H groups. Proper ligand environment of the active sites imposes steric constraints on HO−Mn rebound, thus accounting for preferential C-radical rebound to the adjacent N3−Mn ligand. Such mechanism of selectivity control is analogous to that operating in the prototypical α-ketoglutarate-dependent nonheme iron halogenases.
Библиографическая ссылка: Ottenbacher R.V. , Lubov D.P. , Samsonenko D.G. , Nefedov A.A. , Bryliakov K.P.
Aliphatic C-H Azidation by Mn Based Mimics of α-Ketoglutarate Dependent Enzymes
Journal of Catalysis. 2024. V.429. 115275 :1-6. DOI: 10.1016/j.jcat.2023.115275 WOS Scopus РИНЦ OpenAlex
Даты:
Поступила в редакцию: 21 нояб. 2023 г.
Принята к публикации: 21 дек. 2023 г.
Опубликована online: 30 дек. 2023 г.
Опубликована в печати: 1 янв. 2024 г.
Идентификаторы БД:
Web of science: WOS:001166120900001
Scopus: 2-s2.0-85181140936
РИНЦ: 65845990
OpenAlex: W4390277711
Цитирование в БД:
БД Цитирований
OpenAlex 3
Web of science 3
Scopus 3
Альметрики: