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

Advanced Synthesis & CatalysisVolume 344, Issue 10 p. 1037-1057 Review The Reductive Amination of Aldehydes and Ketones and the Hydrogenation of Nitriles: Mechanistic Aspects and Selectivity Control Silvia Gomez, Silvia Gomez Laboratory of Applied Organic Chemistry and Catalysis, DelftChemTech, Delft University of Technology, Julianalaan 136, 2628 BL, Delft, The Netherlands Fax: (+31)-15-2781415Search for more papers by this authorJoop A. Peters, Joop A. Peters Laboratory of Applied Organic Chemistry and Catalysis, DelftChemTech, Delft University of Technology, Julianalaan 136, 2628 BL, Delft, The Netherlands Fax: (+31)-15-2781415Search for more papers by this authorThomas Maschmeyer, Thomas Maschmeyer [email protected] Laboratory of Applied Organic Chemistry and Catalysis, DelftChemTech, Delft University of Technology, Julianalaan 136, 2628 BL, Delft, The Netherlands Fax: (+31)-15-2781415Search for more papers by this author Silvia Gomez, Silvia Gomez Laboratory of Applied Organic Chemistry and Catalysis, DelftChemTech, Delft University of Technology, Julianalaan 136, 2628 BL, Delft, The Netherlands Fax: (+31)-15-2781415Search for more papers by this authorJoop A. Peters, Joop A. Peters Laboratory of Applied Organic Chemistry and Catalysis, DelftChemTech, Delft University of Technology, Julianalaan 136, 2628 BL, Delft, The Netherlands Fax: (+31)-15-2781415Search for more papers by this authorThomas Maschmeyer, Thomas Maschmeyer [email protected] Laboratory of Applied Organic Chemistry and Catalysis, DelftChemTech, Delft University of Technology, Julianalaan 136, 2628 BL, Delft, The Netherlands Fax: (+31)-15-2781415Search for more papers by this author First published: 29 November 2002 https://doi.org/10.1002/1615-4169(200212)344:10<1037::AID-ADSC1037>3.0.CO;2-3Citations: 454AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat Abstract 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. References 1a R. 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