Chromium‐Catalyzed Alkylation of Amines by Alcohols

Abstract: The alkylation of amines by alcohols is a broadly applicable, sustainable, and selective method for the synthesis of alkyl amines, which are important bulk and fine chemicals, pharmaceuticals, and agrochemicals. We show that Cr complexes can catalyze this C−N bond formation reaction. We synthesized and isolated 35 examples of alkylated amines, including 13 previously undisclosed products, and the use of amino alcohols as alkylating agents was demonstrated. The catalyst tolerates numerous functional groups, including hydrogenation‐sensitive examples. Compared to many other alcohol‐based amine alkylation methods, where a stoichiometric amount of base is required, our Cr‐based catalyst system gives yields higher than 90 % for various alkyl amines with a catalytic amount of base. Our study indicates that Cr complexes can catalyze borrowing hydrogen or hydrogen autotransfer reactions and could thus be an alternative to Fe, Co, and Mn, or noble metals in (de) hydrogenation catalysis.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
Chromium‐Catalyzed Alkylation of Amines by Alcohols ; volume:132 ; number:29 ; year:2020 ; pages:11887-11891 ; extent:5
Angewandte Chemie ; 132, Heft 29 (2020), 11887-11891 (gesamt 5)

Urheber
Kallmeier, Fabian
Fertig, Robin
Irrgang, Torsten
Kempe, Rhett

DOI
10.1002/ange.202001704
URN
urn:nbn:de:101:1-2022052912262233849778
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:21 MESZ

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