Gelation landscape engineering using a multi-reaction supramolecular hydrogelator system

Foster, J. S. et al. (2015) Gelation landscape engineering using a multi-reaction supramolecular hydrogelator system. Journal of the American Chemical Society, 137(45), pp. 14236-14239. (doi: 10.1021/jacs.5b06988) (PMID:26502267) (PMCID:PMC4655419)

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Abstract

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.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Mulvana, Dr Helen
Authors: Foster, J. S., Żurek, J. M., Almeida, N. M. S., Hendriksen, W. E., le Sage, V. A. A., Lakshminarayanan, V., Thompson, A. L., Banerjee, R., Eelkema, R., Mulvana, H., Paterson, M. J., van Esch, J. H., and Lloyd, G. O.
College/School:College of Science and Engineering > School of Engineering > Systems Power and Energy
Journal Name:Journal of the American Chemical Society
Publisher:American Chemical Society
ISSN:0002-7863
ISSN (Online):1520-5126
Copyright Holders:Copyright © 2015 American Chemical Society
First Published:First published in Journal of the American Chemical Society 137(45):14236-14239
Publisher Policy:Reproduced under a Creative Commons License

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