Menthylamine synthesis via gold-catalyzed hydrogenation of menthone oxime

Standard

Menthylamine synthesis via gold-catalyzed hydrogenation of menthone oxime. / Demidova, Yu S.; Mozhaitsev, E. S.; Suslov, E. V. et al.

In: Applied Catalysis A: General, Vol. 605, 117799, 05.09.2020.

Research output: Contribution to journal › Article › peer-review

Harvard

Demidova, YS, Mozhaitsev, ES, Suslov, EV, Nefedov, AA , Saraev, AA, Volcho, KP, Salakhutdinov, NF, Simakov, A, Simakova, IL & Murzin, DY 2020, 'Menthylamine synthesis via gold-catalyzed hydrogenation of menthone oxime', Applied Catalysis A: General, vol. 605, 117799. https://doi.org/10.1016/j.apcata.2020.117799

APA

Demidova, Y. S., Mozhaitsev, E. S., Suslov, E. V., Nefedov, A. A., Saraev, A. A., Volcho, K. P., Salakhutdinov, N. F., Simakov, A., Simakova, I. L., & Murzin, D. Y. (2020). Menthylamine synthesis via gold-catalyzed hydrogenation of menthone oxime. Applied Catalysis A: General, 605, [117799]. https://doi.org/10.1016/j.apcata.2020.117799

Vancouver

Demidova YS, Mozhaitsev ES, Suslov EV, Nefedov AA , Saraev AA, Volcho KP et al. Menthylamine synthesis via gold-catalyzed hydrogenation of menthone oxime. Applied Catalysis A: General. 2020 Sept 5;605:117799. doi: 10.1016/j.apcata.2020.117799

Author

Demidova, Yu S. ; Mozhaitsev, E. S. ; Suslov, E. V. et al. / Menthylamine synthesis via gold-catalyzed hydrogenation of menthone oxime. In: Applied Catalysis A: General. 2020 ; Vol. 605.

BibTeX

@article{df4ab3721d604ccb91a3f3c76d82388c,

title = "Menthylamine synthesis via gold-catalyzed hydrogenation of menthone oxime",

abstract = "In the current work gold nanoparticles supported on oxides (MgO, Al2O3, ZrO2, TiO2) were used for menthylamine synthesis via menthone oxime hydrogenation. An increase of the gold nanoparticles size and application of metal oxides with a strong basic character such as magnesia favored deoximation to menthone. Au/Al2O3 catalyst with the gold nanoparticles size of 2.0 nm afforded high catalytic activity and selectivity to menthylamine. The reaction kinetics including stereoselectivity to the reaction products and recyclability of the catalyst was studied using Au/Al2O3 in the temperature range 90−110 °C under hydrogen pressure of 5.5–7.5 bar. The catalytic behavior was influenced by the solvent nature, with higher selectivity to desired amine achieved using methanol. The reaction rate was pressure independent, while has first order with respect to menthone oxime concentration. Stereoselectivity to menthylamines and menthones was independent on the reaction temperature and the hydrogen pressure.",

keywords = "Biomass, Gold catalyst, Kinetics, Menthylamine, Oxime hydrogenation, Terpenoids, METHANOL, KETONE, UNSATURATED ALCOHOLS, HYDROSILYLATION, COMPLEXES, AU NANOPARTICLES, MICHAEL ADDITION, SELECTIVE HYDROGENATION, CHEMOSELECTIVE HYDROGENATION, POT MYRTENOL AMINATION",

author = "Demidova, {Yu S.} and Mozhaitsev, {E. S.} and Suslov, {E. V.} and Nefedov, {A. A.} and Saraev, {A. A.} and Volcho, {K. P.} and Salakhutdinov, {N. F.} and A. Simakov and Simakova, {I. L.} and Murzin, {D. Yu}",

year = "2020",

month = sep,

day = "5",

doi = "10.1016/j.apcata.2020.117799",

language = "English",

volume = "605",

journal = "Applied Catalysis A: General",

issn = "0926-860X",

publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Menthylamine synthesis via gold-catalyzed hydrogenation of menthone oxime

AU - Demidova, Yu S.

AU - Mozhaitsev, E. S.

AU - Suslov, E. V.

AU - Nefedov, A. A.

AU - Saraev, A. A.

AU - Volcho, K. P.

AU - Salakhutdinov, N. F.

AU - Simakov, A.

AU - Simakova, I. L.

AU - Murzin, D. Yu

PY - 2020/9/5

Y1 - 2020/9/5

N2 - In the current work gold nanoparticles supported on oxides (MgO, Al2O3, ZrO2, TiO2) were used for menthylamine synthesis via menthone oxime hydrogenation. An increase of the gold nanoparticles size and application of metal oxides with a strong basic character such as magnesia favored deoximation to menthone. Au/Al2O3 catalyst with the gold nanoparticles size of 2.0 nm afforded high catalytic activity and selectivity to menthylamine. The reaction kinetics including stereoselectivity to the reaction products and recyclability of the catalyst was studied using Au/Al2O3 in the temperature range 90−110 °C under hydrogen pressure of 5.5–7.5 bar. The catalytic behavior was influenced by the solvent nature, with higher selectivity to desired amine achieved using methanol. The reaction rate was pressure independent, while has first order with respect to menthone oxime concentration. Stereoselectivity to menthylamines and menthones was independent on the reaction temperature and the hydrogen pressure.

AB - In the current work gold nanoparticles supported on oxides (MgO, Al2O3, ZrO2, TiO2) were used for menthylamine synthesis via menthone oxime hydrogenation. An increase of the gold nanoparticles size and application of metal oxides with a strong basic character such as magnesia favored deoximation to menthone. Au/Al2O3 catalyst with the gold nanoparticles size of 2.0 nm afforded high catalytic activity and selectivity to menthylamine. The reaction kinetics including stereoselectivity to the reaction products and recyclability of the catalyst was studied using Au/Al2O3 in the temperature range 90−110 °C under hydrogen pressure of 5.5–7.5 bar. The catalytic behavior was influenced by the solvent nature, with higher selectivity to desired amine achieved using methanol. The reaction rate was pressure independent, while has first order with respect to menthone oxime concentration. Stereoselectivity to menthylamines and menthones was independent on the reaction temperature and the hydrogen pressure.

KW - Biomass

KW - Gold catalyst

KW - Kinetics

KW - Menthylamine

KW - Oxime hydrogenation

KW - Terpenoids

KW - METHANOL

KW - KETONE

KW - UNSATURATED ALCOHOLS

KW - HYDROSILYLATION

KW - COMPLEXES

KW - AU NANOPARTICLES

KW - MICHAEL ADDITION

KW - SELECTIVE HYDROGENATION

KW - CHEMOSELECTIVE HYDROGENATION

KW - POT MYRTENOL AMINATION

UR - http://www.scopus.com/inward/record.url?scp=85090019959&partnerID=8YFLogxK

U2 - 10.1016/j.apcata.2020.117799

DO - 10.1016/j.apcata.2020.117799

M3 - Article

AN - SCOPUS:85090019959

VL - 605

JO - Applied Catalysis A: General

JF - Applied Catalysis A: General

SN - 0926-860X

M1 - 117799

ER -

ID: 25299469