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Metal-Organic Frameworks as Efficient Catalytic Systems for the Synthesis of 1,5-Benzodiazepines from 1,2-Phenylenediamine and Ketones Научная публикация

Общая информация Язык: Английский, Жанр: Статья (Full article),
Статус опубликования: Опубликована, Оригинальность: Оригинальная
Журнал Journal of Catalysis
ISSN: 0021-9517 , E-ISSN: 1090-2694
Вых. Данные Год: 2017, Том: 354, Страницы: 128-137 Страниц : 10 DOI: 10.1016/j.jcat.2017.08.009
Ключевые слова 1,2-Phenylenediamine, 1,5-Benzodiazepine, Acidity, Ketones, Metal-organic framework, MIL-100
Авторы Timofeeva M.N. 1,2 , Panchenko V.N. 1,3 , Prikhodʹko S.A. 1,3 , Ayupov A.B. 1 , Larichev Y.V. 1,2 , Khan Nazmul Abedin 4 , Jhung Sung Hwa 4
Организации
1 Boreskov Institute of Catalysis SB RAS, Prospekt Akad. Lavrentieva 5, 630090 Novosibirsk, Russian Federation
2 Novosibirsk State Technical University, Prospekt K. Marksa 20, 630092 Novosibirsk, Russian Federation
3 Novosibirsk State University, St. Pirogova 2, 630090 Novosibirsk, Russian Federation
4 Department of Chemistry and Green-Nano Materials Research Center, Kyungpook National University, Sankyuck-Dong, Buk-Ku, Daegu 41566, Republic of Korea

Информация о финансировании (2)

1 National Research Foundation of Korea 2017R1A2B2008774
2 Федеральное агентство научных организаций России 0303-2016-0007

Реферат: Benzodiazepines and their derivatives are a very important class of nitrogen-containing heterocyclic compounds with biological activity that are widely used in medicine. In this study, we demonstrated synthesis of 1,5-benzodiazepines from 1,2-phenylenediamine and ketones (acetone, cyclohexanone, acetophenone, methyl ethyl ketone) in the presence of isostructural porous metal-benzenetricarboxylates of the families MIL-100(M) (M: V3+, Al3+, Fe3+ and Cr3+) and three porous aluminium trimesates Al-BTCs (MIL-96(Al), MIL-100(Al) and MIL-110(Al)). A combination of catalytic, theoretical and physicochemical methods showed that reaction rates and yields of 1,5-benzodiazepines were adjusted by the type of metal ions and accessibility of active sites. The yield of 1,5-benzodiazepines in the presence of MIL-100(M) was comparable with zeolites, such as HY, H-ZSM−5, β-zeolite and heulandite.
Библиографическая ссылка: Timofeeva M.N. , Panchenko V.N. , Prikhodʹko S.A. , Ayupov A.B. , Larichev Y.V. , Khan N.A. , Jhung S.H.
Metal-Organic Frameworks as Efficient Catalytic Systems for the Synthesis of 1,5-Benzodiazepines from 1,2-Phenylenediamine and Ketones
Journal of Catalysis. 2017. V.354. P.128-137. DOI: 10.1016/j.jcat.2017.08.009 WOS Scopus РИНЦ
Даты:
Поступила в редакцию: 27 апр. 2017 г.
Принята к публикации: 9 авг. 2017 г.
Опубликована online: 6 сент. 2017 г.
Опубликована в печати: 1 окт. 2017 г.
Идентификаторы:
Web of science WOS:000413283000012
Scopus 2-s2.0-85028724133
РИНЦ 31078620
Chemical Abstracts 2017:1430212
Chemical Abstracts (print) 168:337663
Альметрики: