Monoterpenoid Oximes Hydrogenation Over Platinum Catalysts | Sciact - CRIS-system of Boreskov Institute of Catalysis

Monoterpenoid Oximes Hydrogenation Over Platinum Catalysts Full article

Conference

XI International Conference Mechanisms of Catalytic Reactions
07-11 Oct 2019 , Сочи

Journal

Topics in Catalysis
ISSN: 1022-5528 , E-ISSN: 1572-9028

Output data

Year: 2020, Volume: 63, Number: 1-2, Pages: 187-195 Pages count : 9 DOI: 10.1007/s11244-020-01234-x

Tags

Carvone oxime; Hydrogenation; Menthone oxime; Menthylamine; Platinum catalyst; Terpene

Authors

Demidova Yu.S. ^1,2 , Mozhaitsev E.S. ³ , Munkuev A.A. ³ , Suslov E.V. ³ , Saraev A.A. ^1,2 , Volcho K.P. ^2,3 , Salakhutdinov N.F. ^2,3 , Simakova I.L. ¹ , Murzin D.Yu. ⁴

Affiliations

1	Boreskov Institute of Catalysis, pr. Lavrentieva 5, Novosibirsk, Russia 630090
2	Novosibirsk State University, Pirogova 2, Novosibirsk, Russia 630090
3	Novosibirsk Institute of Organic Chemistry, pr. Lavrentieva 9, Novosibirsk, Russia 630090
4	Process Chemistry Centre, Åbo Akademi University, 20500 Turku, Finland

Funding (2)

1	Federal Agency for Scientific Organizations	0303-2016-0012 (V.47.1.4.)
2	Russian Foundation for Basic Research	18-33-20175

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.

Demidova Y.S. , Mozhaitsev E.S. , Munkuev A.A. , Suslov E.V. , Saraev A.A. , Volcho K.P. , Salakhutdinov N.F. , Simakova I.L. , Murzin D.Y.
Monoterpenoid Oximes Hydrogenation Over Platinum Catalysts
Topics in Catalysis. 2020. V.63. N1-2. P.187-195. DOI: 10.1007/s11244-020-01234-x WOS Scopus РИНЦ ANCAN OpenAlex

Published online:	Feb 13, 2020
Published print:	Mar 1, 2020

Web of science:	WOS:000516111600001
Scopus:	2-s2.0-85079452538
Elibrary:	43248955
Chemical Abstracts:	2020:311579
Chemical Abstracts (print):	172:290304
OpenAlex:	W3006137143

DB	Citing
Scopus	4
Web of science	4
Elibrary	3
OpenAlex	4