Gelation Landscape Engineering Using a Multi-Reaction Supramolecular Hydrogelator System

Jamie Foster; Justyna Marlena Zurek; Nuno Miguel da Silva 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

doi:10.1021/jacs.5b06988

Gelation Landscape Engineering Using a Multi-Reaction Supramolecular Hydrogelator System

Jamie Foster, Justyna Marlena Zurek, Nuno Miguel da Silva 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

Research output: Contribution to journal › Article › peer-review

48 Citations (Scopus)

166 Downloads (Pure)

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 froma complex reaction network.

Original language	English
Pages (from-to)	14236–14239
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	137
Issue number	45
Early online date	26 Oct 2015
DOIs	https://doi.org/10.1021/jacs.5b06988
Publication status	Published - 18 Nov 2015

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1021/jacs.5b06988Licence: Creative Commons: Attribution (CC-BY)

Download pdf
This is an open access article published under a Creative Commons Attribution (CC-BY) License, which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
Final published version, 1.57 MBLicence: Creative Commons: Attribution (CC-BY)

Martin J. Paterson
- m.j.patersonhw.acuk
- School of Engineering & Physical Sciences - Professor
- School of Engineering & Physical Sciences, Institute of Chemical Sciences - Professor
Person: Academic (Research & Teaching)

Cite this

Foster, J., Zurek, J. M., Almeida, N. M. D. 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., & Lloyd, G. O. (2015). Gelation Landscape Engineering Using a Multi-Reaction Supramolecular Hydrogelator System. Journal of the American Chemical Society, 137(45), 14236–14239. https://doi.org/10.1021/jacs.5b06988

@article{0ba210487c8347f599f54804d73b415a,

title = "Gelation Landscape Engineering Using a Multi-Reaction Supramolecular Hydrogelator System",

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 froma complex reaction network.",

author = "Jamie Foster and Zurek, \{Justyna Marlena\} and Almeida, \{Nuno Miguel da Silva\} and Hendriksen, \{Wouter E.\} and \{le Sage\}, \{Vincent A. A.\} and Vasudevan Lakshminarayanan and Thompson, \{Amber L.\} and Rahul Banerjee and Rienk Eelkema and Helen Mulvana and Paterson, \{Martin J\} and \{van Esch\}, \{Jan H.\} and Lloyd, \{Gareth O\}",

year = "2015",

month = nov,

day = "18",

doi = "10.1021/jacs.5b06988",

language = "English",

volume = "137",

pages = "14236–14239",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "45",

}

Foster, J, Zurek, JM, Almeida, NMDS, Hendriksen, WE, le Sage, VAA, Lakshminarayanan, V, Thompson, AL, Banerjee, R, Eelkema, R, Mulvana, H, Paterson, MJ, van Esch, JH & Lloyd, GO 2015, 'Gelation Landscape Engineering Using a Multi-Reaction Supramolecular Hydrogelator System', Journal of the American Chemical Society, vol. 137, no. 45, pp. 14236–14239. https://doi.org/10.1021/jacs.5b06988

TY - JOUR

T1 - Gelation Landscape Engineering Using a Multi-Reaction Supramolecular Hydrogelator System

AU - Foster, Jamie

AU - Zurek, Justyna Marlena

AU - Almeida, Nuno Miguel da Silva

AU - Hendriksen, Wouter E.

AU - le Sage, Vincent A. A.

AU - Lakshminarayanan, Vasudevan

AU - Thompson, Amber L.

AU - Banerjee, Rahul

AU - Eelkema, Rienk

AU - Mulvana, Helen

AU - Paterson, Martin J

AU - van Esch, Jan H.

AU - Lloyd, Gareth O

PY - 2015/11/18

Y1 - 2015/11/18

N2 - 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 froma complex reaction network.

AB - 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 froma complex reaction network.

U2 - 10.1021/jacs.5b06988

DO - 10.1021/jacs.5b06988

M3 - Article

C2 - 26502267

SN - 0002-7863

VL - 137

SP - 14236

EP - 14239

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 45

ER -

Gelation Landscape Engineering Using a Multi-Reaction Supramolecular Hydrogelator System

Abstract

UN SDGs

Access to Document

Fingerprint

Profiles

Martin J. Paterson

Cite this