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‘Frustrated’ hydrogen bond mediated amphiphile self-assembly – a solid state study

Hiscock, Jennifer R., Shepherd, Helena J., Blackholly, Laura R. (2016) ‘Frustrated’ hydrogen bond mediated amphiphile self-assembly – a solid state study. CrystEngComm, 18 (37). pp. 7021-7028. ISSN 1466-8033. (doi:10.1039/C6CE01493C)

Abstract

Herein, we present the synthesis of ten structurally related ‘frustrated’ amphiphiles, from which were obtained eleven single crystal X-ray structures, allowing observation of the hydrogen bonding modes present in the solid state. We previously reported the synthesis of a novel amphiphilic salt which contains both hydrogen bond donating (HBD) and hydrogen bond accepting (HBA) functionalities. This amphiphilic salt was shown to self-associate in the solution state, aided by the formation of hydrogen bonds. The exact nature of the hydrogen bonding modes involved in this self-association process remains unclear due to the combination of HBD and HBA groups present in the amphiphile structure. This results in a ‘frustrated’ system with access to a variety of possible hydrogen bonding modes.

Item Type: Article
DOI/Identification number: 10.1039/C6CE01493C
Subjects: Q Science > QD Chemistry
Divisions: Faculties > Sciences > School of Physical Sciences > Functional Materials Group
Depositing User: Michael Woods
Date Deposited: 26 Jan 2017 10:34 UTC
Last Modified: 23 Jan 2020 04:12 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/59924 (The current URI for this page, for reference purposes)
Hiscock, Jennifer R.: https://orcid.org/0000-0002-1406-8802
Shepherd, Helena J.: https://orcid.org/0000-0003-0832-4475
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