Synthesis of 1,5-Benzodiazepine from 1,2-Phenylenediamine and Acetone in the Presence of Catalytic Systems Based on Montmorillonite: Effect of the Surface Acidity
Научная публикация
| Общее |
Язык:
Английский,
Жанр:
Статья (Full article),
Статус опубликования:
Опубликована,
Оригинальность:
Оригинальная
|
| Журнал |
Reaction Kinetics, Mechanisms and Catalysis
ISSN: 1878-5190
, E-ISSN: 1878-5204
|
| Вых. Данные |
Год: 2019,
Том: 127,
Номер: 1,
Страницы: 41-52
Страниц
: 12
DOI:
10.1007/s11144-018-1454-5
|
| Ключевые слова |
Montmorillonite; Acid activation; Pillared clays; 1,5-Benzodiazepine; 1,2-Phenylenediamine; Acetone |
| Авторы |
Timofeeva Maria N.
1,2
,
Petrova Ekaterina A.
1,2
,
Mel’gunova Elena A.
1
,
Gil Antonio
3
,
Vicente Miguel A.
4
,
Panchenko Valentina N.
1,2
|
| 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 |
Departamento de Quımica Aplicada, Universidad Publica de Navarra, 31006 Pamplona, Spain
|
| 4 |
Departamento de Quımica Inorganica, Universidad de Salamanca, Salamanca, Spain
|
|
Информация о финансировании (2)
|
1
|
Федеральное агентство научных организаций России
|
0303-2016-0007
|
|
2
|
Santander Bank
|
|
The effect of the surface acidity of catalytic systems based on montmorillonite (Mt) on the formation of 1,5-benzodiazepine from 1,2-phenylenediamine and acetone was investigated. Two strategies were used for designing the acid sites in the framework of a Mt. The Brønsted type catalysts were prepared by clay modification, changing the nature of the treating acid (0.25 M solutions of HNO3, H2SO4, HOAc and HCl) or the concentration of the solution (0.125–3.0 M HNO3). The Lewis type catalysts were prepared by the pillaring method using bulky Al-hydroxypolycations (OH−/Al3+ = 2.4 mol/mol) and mixed Al, Fe-polycations (OH−/(Al3+ + Fe3+) = 2.4 mol/mol, Al3+/Fe3+ = 12/1 mol/mol), followed by calcination at 500 °C in air. The acidity of the catalysts, i.e., the type and amount of acid sites, was found to play a critical role in the cyclocondensation and dictated the performance of the catalysts. Acid-activated Mt materials gave high yield of 1,5-benzodiazepine in a shorter reaction time compared to Al- and Fe, Al-pillared Mts.