Journal
JOURNAL OF CATALYSIS
Volume 354, Issue -, Pages 128-137Publisher
ACADEMIC PRESS INC ELSEVIER SCIENCE
DOI: 10.1016/j.jcat.2017.08.009
Keywords
Metal-organic framework; MIL-100; Acidity; 1,5-Benzodiazepine; 1,2-Phenylenediamine; Ketones
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Funding
- National Research Foundation of Korea (NRF) grant - Korea government (MSIP) [2017R1A2B2008774, 0303-2016-0007]
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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, beta-zeolite and heulandite. (C) 2017 Elsevier Inc. All rights reserved.
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