Activity and selectivity control in reductive amination of butyraldehyde over noble metal catalysts

J. Bódis; L. Lefferts; T. E. Müller; R. Pestman; J. A. Lercher

doi:10.1007/s10562-005-7431-4

Activity and selectivity control in reductive amination of butyraldehyde over noble metal catalysts

J. Bódis, L. Lefferts, T. E. Müller, R. Pestman, J. A. Lercher

Chair of Chemical Technology II

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Abstract

Approaches to control selectivity and activity in the catalytic reductive amination of butyraldehyde with ammonia over carbon supported noble metal catalysts (Ru, Rh, Pd, and Pt) were explored. Detailed analysis of the reaction network shows that the Schiff base N-[butylidene]butan-1-amine is the most prominent initial product and, only after nearly all butyraldehyde had been converted to N-[butylidene]butan-1-amine, amines are detected in the product mixture. From this intermediate, good hydrogenolysis catalysts (Ru, Rh) produce mostly butylamine, while catalysts less active in hydrogenolysis (Pd, Pt) lead to the hydrogenation of N-[butylidene]butan-1-amine to mostly dibutylamine.

Original language	English
Pages (from-to)	23-28
Number of pages	6
Journal	Catalysis Letters
Volume	104
Issue number	1-2
DOIs	https://doi.org/10.1007/s10562-005-7431-4
State	Published - Oct 2005

Keywords

Amines
Butyraldehyde
Carbon supports
Noble metal catalysts
Reductive amination

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10.1007/s10562-005-7431-4

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title = "Activity and selectivity control in reductive amination of butyraldehyde over noble metal catalysts",

abstract = "Approaches to control selectivity and activity in the catalytic reductive amination of butyraldehyde with ammonia over carbon supported noble metal catalysts (Ru, Rh, Pd, and Pt) were explored. Detailed analysis of the reaction network shows that the Schiff base N-[butylidene]butan-1-amine is the most prominent initial product and, only after nearly all butyraldehyde had been converted to N-[butylidene]butan-1-amine, amines are detected in the product mixture. From this intermediate, good hydrogenolysis catalysts (Ru, Rh) produce mostly butylamine, while catalysts less active in hydrogenolysis (Pd, Pt) lead to the hydrogenation of N-[butylidene]butan-1-amine to mostly dibutylamine.",

keywords = "Amines, Butyraldehyde, Carbon supports, Noble metal catalysts, Reductive amination",

author = "J. B{\'o}dis and L. Lefferts and M{\"u}ller, {T. E.} and R. Pestman and Lercher, {J. A.}",

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T1 - Activity and selectivity control in reductive amination of butyraldehyde over noble metal catalysts

AU - Bódis, J.

AU - Lefferts, L.

AU - Müller, T. E.

AU - Pestman, R.

AU - Lercher, J. A.

N1 - Funding Information: The financial support of DSM for this work is greatly appreciated.

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Y1 - 2005/10

N2 - Approaches to control selectivity and activity in the catalytic reductive amination of butyraldehyde with ammonia over carbon supported noble metal catalysts (Ru, Rh, Pd, and Pt) were explored. Detailed analysis of the reaction network shows that the Schiff base N-[butylidene]butan-1-amine is the most prominent initial product and, only after nearly all butyraldehyde had been converted to N-[butylidene]butan-1-amine, amines are detected in the product mixture. From this intermediate, good hydrogenolysis catalysts (Ru, Rh) produce mostly butylamine, while catalysts less active in hydrogenolysis (Pd, Pt) lead to the hydrogenation of N-[butylidene]butan-1-amine to mostly dibutylamine.

AB - Approaches to control selectivity and activity in the catalytic reductive amination of butyraldehyde with ammonia over carbon supported noble metal catalysts (Ru, Rh, Pd, and Pt) were explored. Detailed analysis of the reaction network shows that the Schiff base N-[butylidene]butan-1-amine is the most prominent initial product and, only after nearly all butyraldehyde had been converted to N-[butylidene]butan-1-amine, amines are detected in the product mixture. From this intermediate, good hydrogenolysis catalysts (Ru, Rh) produce mostly butylamine, while catalysts less active in hydrogenolysis (Pd, Pt) lead to the hydrogenation of N-[butylidene]butan-1-amine to mostly dibutylamine.

KW - Amines

KW - Butyraldehyde

KW - Carbon supports

KW - Noble metal catalysts

KW - Reductive amination

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Activity and selectivity control in reductive amination of butyraldehyde over noble metal catalysts

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Keywords

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