Gelation Landscape Engineering Using a Multi-Reaction Supramolecular Hydrogelator System

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• 作者：Jamie S. Foster ; Justyna M. 呕urek ; Nuno M. S. Almeida ; Wouter E. Hendriksen ; Vincent A. A. le Sage ; Vasudevan Lakshminarayanan ; Amber L. Thompson ; Rahul Banerjee ; Rienk Eelkema ; Helen Mulvana ; Martin J. Paterson ; Jan H. van Esch ; Gareth O. Lloyd
• 刊名：Journal of the American Chemical Society
• 出版年：2015
• 出版时间：November 18, 2015
• 年：2015
• 卷：137
• 期：45
• 页码：14236-14239
• 全文大小：309K
• ISSN：1520-5126

文摘

Simultaneous control of the kinetics and thermodynamics of two different types of covalent chemistry allows pathway selectivity in the formation of hydrogelating molecules from a complex reaction network. This can lead to a range of hydrogel materials with vastly different properties, starting from a set of simple starting compounds and reaction conditions. Chemical reaction between a trialdehyde and the tuberculosis drug isoniazid can form one, two, or three hydrazone connectivity products, meaning kinetic gelation pathways can be addressed. Simultaneously, thermodynamics control the formation of either a keto or an enol tautomer of the products, again resulting in vastly different materials. Overall, this shows that careful navigation of a reaction landscape using both kinetic and thermodynamic selectivity can be used to control material selection from a complex reaction network.