Iron-Containing Materials as Catalysts for the Synthesis of 1,5-Benzodiazepine from 1,2-Phenylenediamine and Acetone | Sciact - CRIS-system of Boreskov Institute of Catalysis

Iron-Containing Materials as Catalysts for the Synthesis of 1,5-Benzodiazepine from 1,2-Phenylenediamine and Acetone Full article

Journal

Reaction Kinetics, Mechanisms and Catalysis
ISSN: 1878-5190 , E-ISSN: 1878-5204

Output data

Year: 2017, Volume: 121, Number: 2, Pages: 689-699 Pages count : 11 DOI: 10.1007/s11144-017-1190-2

Tags

1,2-Phenylenediamine, 1,5-Benzodiazepine, Acetone, Fe-containing mesoporous materials, Fe-VSB-5

Authors

Timofeeva Maria N. ^1,2 , Prikhod’ko Sergey A. ¹ , Makarova Kristina N. ^1,2 , Malyshev Mikhail E. ¹ , Panchenko Valentina N. ^1,2 , Ayupov Artem B. ¹ , Jhung Sung Hwa ³

Affiliations

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	Department of Chemistry and Green-Nano Materials Research Center, Kyungpook National University, Sankyuck-Dong, Buk-Ku, Daegu 41566, Republic of Korea

Funding (3)

1	Federal Agency for Scientific Organizations	0303-2016-0002
2	Federal Agency for Scientific Organizations	0303-2016-0007
3	Kyungpook National University

The cyclocondensation of 1,2-phenylenediamine (I) with acetone was investigated in the presence of Fe-containing microporous nickel phosphate molecular sieves (Fe-VSB-5) and Fe-containing mesoporous mesophase materials (Fe-MMM). The main product was 2,3-dihydro-2,2,4-trimethyl-1H-1,5-benzodiazepine (1,5-benzodiazepine) with 86–88% yield at 50 °C, with an acetone/(I) molar ratio of 2.5 in methanol as the reaction medium. The Fe content was found to affect not only the reaction rate but also yield of 1,5-benzodiazepine. The high reaction rate and yield of 1,5-benzodiazepine were—achieved with isolated iron sites in frameworks of Fe-VSB-5 and Fe-MMM.

Timofeeva M.N. , Prikhod’ko S.A. , Makarova K.N. , Malyshev M.E. , Panchenko V.N. , Ayupov A.B. , Jhung S.H.
Iron-Containing Materials as Catalysts for the Synthesis of 1,5-Benzodiazepine from 1,2-Phenylenediamine and Acetone
Reaction Kinetics, Mechanisms and Catalysis. 2017. V.121. N2. P.689-699. DOI: 10.1007/s11144-017-1190-2 WOS Scopus РИНЦ AN OpenAlex

Submitted:	Mar 6, 2017
Accepted:	Apr 13, 2017
Published online:	Apr 28, 2017
Published print:	Aug 1, 2017

Web of science:	WOS:000405582300021
Scopus:	2-s2.0-85018267591
Elibrary:	31037804
Chemical Abstracts:	2017:684718
OpenAlex:	W2610015008

DB	Citing
Web of science	10
Scopus	12
Elibrary	16
OpenAlex	13