Research output: Contribution to journal › Article › peer-review
Monoterpenoid Oximes Hydrogenation Over Platinum Catalysts. / Demidova, Yu S.; Mozhaitsev, E. S.; Munkuev, A. A. et al.
In: Topics in Catalysis, Vol. 63, No. 1-2, 01.03.2020, p. 187-195.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Monoterpenoid Oximes Hydrogenation Over Platinum Catalysts
AU - Demidova, Yu S.
AU - Mozhaitsev, E. S.
AU - Munkuev, A. A.
AU - Suslov, E. V.
AU - Saraev, A. A.
AU - Volcho, K. P.
AU - Salakhutdinov, N. F.
AU - Simakova, I. L.
AU - Murzin, D. Yu
N1 - Publisher Copyright: © 2020, Springer Science+Business Media, LLC, part of Springer Nature. Copyright: Copyright 2020 Elsevier B.V., All rights reserved.
PY - 2020/3/1
Y1 - 2020/3/1
N2 - Platinum nanoparticles supported on MgO, Al2O3, ZrO2, TiO2 were utilized for monoterpenoid oximes hydrogenation. Monocyclic menthone and carvone oximes synthesized from bio-derived monoterpenoids with a different structure were used to explore the effect of substrate structure on the reaction regularities. The oximes hydrogenation was carried out under hydrogen atmosphere at 100 °C using methanol as a solvent. Platinum catalysts were prepared by the impregnation methods. The catalysts were characterized by transmission electron microscopy, X-ray photoelectron spectroscopy, X-ray fluorescence spectroscopy, nitrogen physisorption. Hydrogenation of carvone oxime containing a conjugated oxime group and several reducible functional groups resulted in both hydrogenation and deoximation giving 5-isopropyl-2-methylcyclohexanamine and carvomenthone over Pt/Al2O3 and Pt/ZrO2 catalysts. Menthone oxime hydrogenation over Pt/Al2O3 catalysts with an average particle size of 0.8 nm provided the desired menthylamine formation with the selectivity of 90% at complete oxime conversion. Platinum catalysts based on MgO, ZrO2 and TiO2 enhanced menthone oxime deoximation to menthone.
AB - Platinum nanoparticles supported on MgO, Al2O3, ZrO2, TiO2 were utilized for monoterpenoid oximes hydrogenation. Monocyclic menthone and carvone oximes synthesized from bio-derived monoterpenoids with a different structure were used to explore the effect of substrate structure on the reaction regularities. The oximes hydrogenation was carried out under hydrogen atmosphere at 100 °C using methanol as a solvent. Platinum catalysts were prepared by the impregnation methods. The catalysts were characterized by transmission electron microscopy, X-ray photoelectron spectroscopy, X-ray fluorescence spectroscopy, nitrogen physisorption. Hydrogenation of carvone oxime containing a conjugated oxime group and several reducible functional groups resulted in both hydrogenation and deoximation giving 5-isopropyl-2-methylcyclohexanamine and carvomenthone over Pt/Al2O3 and Pt/ZrO2 catalysts. Menthone oxime hydrogenation over Pt/Al2O3 catalysts with an average particle size of 0.8 nm provided the desired menthylamine formation with the selectivity of 90% at complete oxime conversion. Platinum catalysts based on MgO, ZrO2 and TiO2 enhanced menthone oxime deoximation to menthone.
KW - Carvone oxime
KW - Hydrogenation
KW - Menthone oxime
KW - Menthylamine
KW - Platinum catalyst
KW - Terpene
KW - OXIDATION
KW - NANOPARTICLES
KW - REDUCTION
KW - METAL
KW - SELECTIVITY
UR - http://www.scopus.com/inward/record.url?scp=85079452538&partnerID=8YFLogxK
U2 - 10.1007/s11244-020-01234-x
DO - 10.1007/s11244-020-01234-x
M3 - Article
AN - SCOPUS:85079452538
VL - 63
SP - 187
EP - 195
JO - Topics in Catalysis
JF - Topics in Catalysis
SN - 1022-5528
IS - 1-2
ER -
ID: 23523933