The Reductive Amination of Aldehydes and Ketones and the Hydrogenation of Nitriles: Mechanistic Aspects and Selectivity Control

This review deals with two of the most commonly used methods for the preparation of amines: the reductive amination of aldehydes and ketones and the hydrogenation of nitriles. There is a great similarity between these two methods, since both have the imine as intermediate. However, due to the high r...

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Bibliographic Details
Published in:Advanced synthesis & catalysis Vol. 344; no. 10; pp. 1037 - 1057
Main Authors: Gomez, Silvia, Peters, Joop A., Maschmeyer, Thomas
Format: Journal Article
Language:English
Published: Weinheim WILEY-VCH Verlag 01.12.2002
WILEY‐VCH Verlag
Subjects:
aldehydes
amination
heterogeneous catalysis
hydrogenation
ketones
nitriles
ISSN:1615-4150, 1615-4169
Online Access:Get full text
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Summary:This review deals with two of the most commonly used methods for the preparation of amines: the reductive amination of aldehydes and ketones and the hydrogenation of nitriles. There is a great similarity between these two methods, since both have the imine as intermediate. However, due to the high reactivity of this intermediate, primary, secondary and/or tertiary amines are obtained (often simultaneously). The relation of the selectivity to different substrate structures and reaction conditions is briefly summarised, the main focus being on the catalyst as it is the most significant factor that governs the selectivity. Different mechanisms are discussed with the view to correlate the structure of the catalyst and, more particularly, the nature of the metal and the support with selectivity. The crucial point is the presumed location of the condensation and hydrogenation steps.
Bibliography:istex:50A78E59D374607417E10A30E72E82887A334249
ark:/67375/WNG-T7KBVS1Z-1
ArticleID:ADSC1037
ISSN:1615-4150
1615-4169
DOI:10.1002/1615-4169(200212)344:10<1037::AID-ADSC1037>3.0.CO;2-3