Organocatalysis of C=N/C=N and C=C/C=N Exchange in Dynamic Covalent Chemistry.
Fiche publication
Date publication
décembre 2012
Auteurs
Membres identifiés du Cancéropôle Est :
Pr LEHN Jean-Marie
Tous les auteurs :
Wilhelms N, Kulchat S, Lehn JM
Lien Pubmed
Résumé
The reversibly formed C?N bond plays a very important role in dynamic covalent chemistry and the C?N/C?N exchange of components between different imine constituents to create dynamic covalent libraries has been extensively used. To facilitate diversity generation, we have investigated an organocatalyzed approach, using L-proline as catalyst, to accelerate the formation of dynamic libraries of [nxn] imine components. The organocatalysis methodology has also been extended, under somewhat modified conditions, to reversible C?C/C?N exchange processes between Knoevenagel derivatives of barbituric acid and imines, allowing for the generation of increased diversity.
Référence
Helv Chim Acta. 2012 Dec;95(12):2635-51.