One-Pot Myrtenol Amination over Au, Au–Pd and Pd Nanoparticles Supported on Alumina | Sciact - CRIS-система Института катализа

One-Pot Myrtenol Amination over Au, Au–Pd and Pd Nanoparticles Supported on Alumina Научная публикация

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)

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.

Demidova Y.S. , Simakova I.L. , Estrada M. , Beloshapkin S. , Suslov E.V. , Volcho K.P. , Salakhutdinov N.F. , Simakov A. , Murzin D.Y.
One-Pot Myrtenol Amination over Au, Au–Pd and Pd Nanoparticles Supported on Alumina
Catalysis Letters. 2019. V.149. N12. P.3454–3464. DOI: 10.1007/s10562-019-02958-6 WOS Scopus РИНЦ CAPlusCA OpenAlex

Поступила в редакцию:	5 июн. 2019 г.
Принята к публикации:	12 сент. 2019 г.
Опубликована online:	19 сент. 2019 г.
Опубликована в печати:	1 дек. 2019 г.

Web of science:	WOS:000493659800019
Scopus:	2-s2.0-85073988457
РИНЦ:	41815493
Chemical Abstracts:	2019:1834564
Chemical Abstracts (print):	171:497193
OpenAlex:	W2974333048

БД	Цитирований
Scopus	4
Web of science	3
РИНЦ	2
OpenAlex	3