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- Title
Organocatalysis of CN/CN and CC/CN Exchange in Dynamic Covalent Chemistry.
- Authors
Wilhelms, Nadine; Kulchat, Sirinan; Lehn, Jean-Marie
- Abstract
The reversibly formed CN bond plays a very important role in dynamic covalent chemistry and the CN/CN 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 [ n× n] imine components. The organocatalysis methodology has also been extended, under somewhat modified conditions, to reversible CC/CN exchange processes between Knoevenagel derivatives of barbituric acid and imines, allowing for the generation of increased diversity.
- Subjects
CHEMICAL bonds; CARBON; NITROGEN; COVALENT bonds; IMINES; PROLINE; CATALYSTS
- Publication
Helvetica Chimica Acta, 2012, Vol 95, Issue 12, p2635
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.201200515