Cp*Co( iii )-catalyzed N -alkylation of amines with secondary alcohols - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic Chemistry Frontiers Année : 2019

Cp*Co( iii )-catalyzed N -alkylation of amines with secondary alcohols

Résumé

The hydrogen borrowing methodology is a well-known, environmentally benign method for the direct alkylation of amines and alcohols as it produces only water as a side product. However, the direct alkylation of amines with secondary alcohols using first-row transition metals is very challenging. We herein report for the first time Cp*Co(iii)-catalyzed direct N-alkylation of amines starting from secondary alcohols. The reaction tolerates a wide variety of functional groups, including various aryl amines and amides. Our preliminary mechanistic investigations and DFT calculations suggest that [Cp*CoI2] is an active species, that PCy3 stabilizes the high-valent hydride intermediate, and that the reaction indeed proceeds through hydrogen auto-transfer processes.
Fichier principal
Vignette du fichier
Organic Chemistry Frontiers, 2019, 6, 852-857..pdf (1.33 Mo) Télécharger le fichier
Origine : Fichiers produits par l'(les) auteur(s)
Loading...

Dates et versions

hal-02332819 , version 1 (17-11-2020)

Identifiants

Citer

Balakumar Emayavaramban, Priyanka Chakraborty, Eric Manoury, Rinaldo Poli, Basker Sundararaju. Cp*Co( iii )-catalyzed N -alkylation of amines with secondary alcohols. Organic Chemistry Frontiers, 2019, 6 (6), pp.852-857. ⟨10.1039/C8QO01389F⟩. ⟨hal-02332819⟩
38 Consultations
179 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More