Organocatalysis of CN/CN and CC/CN Exchange in Dynamic Covalent Chemistry |
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Authors: | Nadine Wilhelms Sirinan Kulchat Jean‐Marie Lehn |
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Institution: | 1. Laboratoire de Chimie Supramoléculaire, Institut de Science et d'Ingénierie Supramoléculaires (ISIS), Université de Strasbourg, 8 allée Gaspard Monge, Strasbourg, F‐67000, (phone: +33‐3‐68855145;2. fax: +33‐3‐68855140);3. Present address: Kissel & Wolf GmbH, In den Ziegelwiesen 6, D‐69168 Wiesloch. |
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Abstract: | 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 n×n] 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. |
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Keywords: | Covalent dynamic libraries Organocatalysis Transimination Catalysis |
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