Reductive amination of ketones with benzylamine over gold supported on different oxides

E. Kolobova; Päivi Mäki-Arvela; A. Pestryakov; E. Pakrieva; L. Pascual; Annika Smeds; Jani Rahkila; Thomas Sandberg; J. Peltonen; Dmitry Murzin

doi:10.1007/s10562-019-02917-1

Reductive amination of ketones with benzylamine over gold supported on different oxides

E. Kolobova, Päivi Mäki-Arvela, A. Pestryakov, E. Pakrieva, L. Pascual, Annika Smeds, Jani Rahkila, Thomas Sandberg, J. Peltonen, Dmitry Murzin

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

16 Citations (Scopus)

Abstract

Reductive amination of cyclohexanone with benzylamine was investigated at 100 °C under 30 bar hydrogen in toluene with five different gold catalysts prepared by deposition–precipitation method and supported on TiO2, La2O3/TiO2, CeO2/TiO2, La2O3 and CeO2. Size of metallic gold varied in the range of 2.6–3.6 nm. The best catalysts in reductive amination of cyclohexanone with benzylamine were 4 wt% Au/TiO2 and 4 wt% Au/CeO2/TiO2 giving 72% and 79% yield of the desired amine. The most acidic and basic catalysts were also unselective and exhibited low activity towards imine hydrogenation. The best catalyst 4 wt% Au/CeO2/TiO2 gave in reductive amination of propiophenone 56% selectivity to the corresponding amine at 20% conversion in 5 h.

Original language	Undefined/Unknown
Pages (from-to)	3432–3446
Journal	Catalysis Letters
Volume	149
Issue number	12
DOIs	https://doi.org/10.1007/s10562-019-02917-1
Publication status	Published - 2019
MoE publication type	A1 Journal article-refereed

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10.1007/s10562-019-02917-1

https://link.springer.com/article/10.1007/s10562-019-02917-1

Cite this

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title = "Reductive amination of ketones with benzylamine over gold supported on different oxides",

abstract = "Reductive amination of cyclohexanone with benzylamine was investigated at 100 °C under 30 bar hydrogen in toluene with five different gold catalysts prepared by deposition–precipitation method and supported on TiO2, La2O3/TiO2, CeO2/TiO2, La2O3 and CeO2. Size of metallic gold varied in the range of 2.6–3.6 nm. The best catalysts in reductive amination of cyclohexanone with benzylamine were 4 wt% Au/TiO2 and 4 wt% Au/CeO2/TiO2 giving 72% and 79% yield of the desired amine. The most acidic and basic catalysts were also unselective and exhibited low activity towards imine hydrogenation. The best catalyst 4 wt% Au/CeO2/TiO2 gave in reductive amination of propiophenone 56% selectivity to the corresponding amine at 20% conversion in 5 h.",

author = "E. Kolobova and P{\"a}ivi M{\"a}ki-Arvela and A. Pestryakov and E. Pakrieva and L. Pascual and Annika Smeds and Jani Rahkila and Thomas Sandberg and J. Peltonen and Dmitry Murzin",

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T1 - Reductive amination of ketones with benzylamine over gold supported on different oxides

AU - Kolobova, E.

AU - Mäki-Arvela, Päivi

AU - Pestryakov, A.

AU - Pakrieva, E.

AU - Pascual, L.

AU - Smeds, Annika

AU - Rahkila, Jani

AU - Sandberg, Thomas

AU - Peltonen, J.

AU - Murzin, Dmitry

N1 - tk. fyke iok 3PK

PY - 2019

Y1 - 2019

N2 - Reductive amination of cyclohexanone with benzylamine was investigated at 100 °C under 30 bar hydrogen in toluene with five different gold catalysts prepared by deposition–precipitation method and supported on TiO2, La2O3/TiO2, CeO2/TiO2, La2O3 and CeO2. Size of metallic gold varied in the range of 2.6–3.6 nm. The best catalysts in reductive amination of cyclohexanone with benzylamine were 4 wt% Au/TiO2 and 4 wt% Au/CeO2/TiO2 giving 72% and 79% yield of the desired amine. The most acidic and basic catalysts were also unselective and exhibited low activity towards imine hydrogenation. The best catalyst 4 wt% Au/CeO2/TiO2 gave in reductive amination of propiophenone 56% selectivity to the corresponding amine at 20% conversion in 5 h.

AB - Reductive amination of cyclohexanone with benzylamine was investigated at 100 °C under 30 bar hydrogen in toluene with five different gold catalysts prepared by deposition–precipitation method and supported on TiO2, La2O3/TiO2, CeO2/TiO2, La2O3 and CeO2. Size of metallic gold varied in the range of 2.6–3.6 nm. The best catalysts in reductive amination of cyclohexanone with benzylamine were 4 wt% Au/TiO2 and 4 wt% Au/CeO2/TiO2 giving 72% and 79% yield of the desired amine. The most acidic and basic catalysts were also unselective and exhibited low activity towards imine hydrogenation. The best catalyst 4 wt% Au/CeO2/TiO2 gave in reductive amination of propiophenone 56% selectivity to the corresponding amine at 20% conversion in 5 h.

U2 - 10.1007/s10562-019-02917-1

DO - 10.1007/s10562-019-02917-1

M3 - Artikel

SN - 1011-372X

VL - 149

SP - 3432

EP - 3446

JO - Catalysis Letters

JF - Catalysis Letters

IS - 12

ER -