Iron-Containing Materials as Catalysts for the Synthesis of 1,5-Benzodiazepine from 1,2-Phenylenediamine and Acetone
Full article
| Общее |
Language:
Английский,
Genre:
Full article,
Status:
Published,
Source type:
Original
|
| 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
|
Kyungpook National University
|
|
|
2
|
Federal Agency for Scientific Organizations
|
0303-2016-0002
|
|
3
|
Federal Agency for Scientific Organizations
|
0303-2016-0007
|
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.