One-Pot Myrtenol Amination over Au, Au–Pd and Pd Nanoparticles Supported on Alumina
Научная публикация
| Общее |
Язык:
Английский,
Жанр:
Статья (Full article),
Статус опубликования:
Опубликована,
Оригинальность:
Оригинальная
|
| Журнал |
Catalysis Letters
ISSN: 1011-372X
, E-ISSN: 1572-879X
|
| Вых. Данные |
Год: 2019,
Том: 149,
Номер: 12,
Страницы: 3454–3464
Страниц
: 6
DOI:
10.1007/s10562-019-02958-6
|
| Ключевые слова |
Alcohol amination; Bimetallic catalyst; Biomass; Gold; Hydrogen borrowing; Myrtenol; One-pot; Palladium; Redox treatment effect; Terpenoids |
| Авторы |
Demidova Yu.S.
1,2
,
Simakova I.L.
1,2
,
Estrada M.
3
,
Beloshapkin S.
4
,
Suslov E.V.
5
,
Volcho K.P.
2,5
,
Salakhutdinov N.F.
2,5
,
Simakov A.
3
,
Murzin D.Yu.
6
|
| Организации |
| 1 |
Boreskov Institute of Catalysis, pr. Lavrentieva, 5, Novosibirsk, Russia 630090
|
| 2 |
Novosibirsk State University, Pirogova, 2, Novosibirsk, Russia 630090
|
| 3 |
Centro de Nanociencias y Nanotecnología, Universidad Nacional Autónoma de México, km. 107 carretera Tijuana a Ensenada, C.P. 22860 Ensenada, Baja California, Mexico
|
| 4 |
Bernal Institute, University of Limerick, Limerick V94 T9PX, Ireland
|
| 5 |
Novosibirsk Institute of Organic Chemistry, pr. Lavrentieva, 9, Novosibirsk, Russia 630090
|
| 6 |
Process Chemistry Centre, Åbo Akademi University, 20500 Turku/Åbo, Finland
|
|
Информация о финансировании (1)
|
1
|
Федеральное агентство научных организаций России
|
0303-2016-0012 (V.47.1.4.)
|
One-pot bio-based myrtenol amination was studied in the presence of alumina supported Au, Au–Pd and Pd nanoparticles subjected to the thermal treatment under oxidizing or reducing atmosphere. Myrtenol amination with aniline was carried out under nitrogen atmosphere (9 bar) at 453 K using toluene as a solvent. The effect of the active metal along with the influence of redox pre-treatment on
the catalytic behavior in the hydrogen borrowing reaction was explored. The catalyst characterization was done by transmission electron microscopy, X-ray photoelectron spectroscopy, inductively coupled plasma optical emission spectroscopy, nitrogen adsorption. The active metal and the catalysts redox
pretreatment affected more noticeably selectivity to the reaction products rather than myrtenol conversion. Monometallic Au/Al O catalyst promoted predominantly formation of the target secondary amine and the corresponding imine without a significant impact of the side reaction of C=C bond
hydrogenation in myrtenol, whereas monometallic Pd catalyst activated C=C bond resulting in its hydrogenation. At the same time in the presence of Au–Pd simultaneous hydrogenation of both C=C and C=N bond occurred. Au–Pd catalysts activated in oxygen and hydrogen showed different catalytic activity determined by the composition of surface active sites. Monometallic gold catalyst was more effective in the hydrogen transfer in the case of substrates with competitive unsaturated functional groups.