Talk:Reductive amination
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 | The content of the Reductive amination page was merged into Hydrogenation of carbon–nitrogen double bonds on 13 November 2023. For the contribution history and old versions of the merged article, please see its history. |
Problems with asymmetric example
[edit]"The formation of only one enantiomer from the racemic reactant is attributed to dynamic kinetic resolution because both enantiomers in the racemic imine intermediate interconvert through their common enamine." But neither propiophenone nor 4-methoxyaniline have any stereocenters. Is this explanation just totally wrong (reaction is simple direct asymmetric induction from the chiral hydride transfer reagent)? Or is the diagram wrong? The cited ref suggests the latter (if the WP diagram is a mis-drawn form of the one from the abstract), but then there is a lot more happening here than just reductive amination, and a direct asymmetric example might be more useful here. DMacks (talk) 16:41, 5 May 2009 (UTC)
- there is nothing wrong with the image except that the catalyst should be depicted as a chiral molecule, only the note explains the TRIP cat is chiral. On the other hand the complete mechanism is rather complicated and on retrospect not suitable for this article. I will therefore scrap the segment. V8rik (talk) 20:30, 6 May 2009 (UTC)
Necessity of imine formation
[edit]None of the references cited support the idea of reductive amination proceeding via direct reduction of the hemiaminal. Even if imine formation is thermodynamically disfavored under aqueous conditions, the irreversibility of the imine reduction would still funnel the starting materials towards product. — Preceding unsigned comment added by 2607:F140:400:1:A00F:8842:BA3B:C077 (talk) 21:33, 14 August 2012 (UTC)
Wiki Education assignment: CHEM 300
[edit]
This article was the subject of a Wiki Education Foundation-supported course assignment, between 6 September 2023 and 7 December 2023. Further details are available on the course page. Student editor(s): Ezpzii, Rmchar (article contribs). Peer reviewers: Difei Shi, JustAnotherInternetUser, User8736, Thanhthe3200.
— Assignment last updated by CHEM 300 UBC CJA (talk) 18:01, 8 November 2023 (UTC)
Wiki Education assignment: CHEM 300
[edit] This article was the subject of a Wiki Education Foundation-supported course assignment, between 4 September 2024 and 6 December 2024. Further details are available on the course page. Student editor(s): Jinjin055, Rubinedits (article contribs). Peer reviewers: Anonchemwriter, LeoKW, Aliaksands, Angelabyl.
— Assignment last updated by SwangoPrism (talk) 01:50, 11 November 2024 (UTC)
Palladium Hydride?
[edit]Palladium hydride is listed as one of the "reagents" for reductive amination. This should be Pd/H2, which is to say a (generally heterogeneous) palladium catalyst and stoichiometric hydrogen. However, it would probably be better to generalize this a bit more because other metal catalysts are useful in this reaction (mostly Pt and Ni to my knowledge). Cseizert (talk) 16:41, 2 April 2026 (UTC)