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Synthesis of Coenzyme Q0 through Divanadium-​Catalyzed Oxidation of 3,​4,​5-​Trimethoxytoluene with Hydrogen Peroxide Научная публикация

Журнал Dalton Transactions
ISSN: 1477-9226 , E-ISSN: 1477-9234
Вых. Данные Год: 2017, Том: 46, Номер: 16, Страницы: 5202-5209 Страниц : 8 DOI: 10.1039/c7dt00552k
Ключевые слова Bioactivity; Catalysts; Coenzymes; Hydrogen peroxide; Oxidation; Peroxides; Reaction intermediates
Авторы Zalomaeva Olga V. 1 , Evtushok Vasilii Yu. 1,2 , Maksimov Gennadii M. 1 , Maksimovskaya Raisa I. 1 , Kholdeeva Oxana A. 1,2
Организации
1 Boreskov Institute of Catalysis, Pr. Ac. Lavrentieva 5, Novosibirsk 630090, Russia.
2 Novosibirsk State University, Pirogova str. 2, Novosibirsk 630090, Russia

Информация о финансировании (2)

1 Российский фонд фундаментальных исследований 13-03-12042
2 Федеральное агентство научных организаций России 0303-2016-0005

Реферат: The selective oxidation of methoxy/methyl-substituted arenes to the corresponding benzoquinones has been first realized using aqueous hydrogen peroxide as a green oxidant, acid tetrabutylammonium salts of the γ-Keggin divanadium-substituted phosphotungstate [γ-PW10O38V2(μ-O)2]5− (I) as a catalyst, and MeCN as a solvent. The presence of the dioxovanadium core in the catalyst is crucial for the catalytic performance. The reaction requires an acid co-catalyst or, alternatively, a highly protonated form of I can be prepared and employed. The industrially relevant oxidation of 3,4,5-trimethoxytoluene gives 2,3-dimethoxy-5-methyl-1,4-benzoquinone (ubiquinone 0 or coenzyme Q0, the key intermediate for coenzyme Q10 and other essential biologically active compounds) with 73% selectivity at 76% arene conversion. The catalyst retains its structure under turnover conditions and can be easily recycled and reused without significant loss of activity and selectivity.
Библиографическая ссылка: Zalomaeva O.V. , Evtushok V.Y. , Maksimov G.M. , Maksimovskaya R.I. , Kholdeeva O.A.
Synthesis of Coenzyme Q0 through Divanadium-​Catalyzed Oxidation of 3,​4,​5-​Trimethoxytoluene with Hydrogen Peroxide
Dalton Transactions. 2017. V.46. N16. P.5202-5209. DOI: 10.1039/c7dt00552k WOS Scopus РИНЦ РИНЦ CAPlusCA PMID OpenAlex
Файлы: Полный текст от издателя
Даты:
Поступила в редакцию: 14 февр. 2017 г.
Принята к публикации: 17 мар. 2017 г.
Опубликована online: 20 мар. 2017 г.
Опубликована в печати: 28 апр. 2017 г.
Идентификаторы БД:
Web of science: WOS:000399686700013
Scopus: 2-s2.0-85018466312
РИНЦ: 29501272 | 41772163
Chemical Abstracts: 2017:448035
Chemical Abstracts (print): 166:436942
PMID (PubMed): 28362448
OpenAlex: W2598154784
Цитирование в БД:
БД Цитирований
Web of science 17
Scopus 16
РИНЦ 6 15
OpenAlex 16
Альметрики: