'Frustrated' hydrogen bond mediated amphiphile self-assembly – a solid state study. Issue 37 (1st September 2016)

• Record Type: Journal Article
• Authors: Blackholly, Laura R.; Shepherd, Helena J.; Hiscock, Jennifer R.
• Is Part Of: CrystEngComm. Volume 18:Issue 37(2016)
• Page Start: 7021
• Page End: 7028
• Publication Date: 2016-09-01
• Subjects: Crystals -- Periodicals; Crystal growth -- Periodicals; Crystallography -- Periodicals; Cristaux -- Périodiques; Cristaux -- Croissance -- Périodiques; Cristallographie -- Périodiques; 548
• DOI: 10.1039/c6ce01493c
• Languages: English
• ISSNs: 1466-8033

Abstract

Abstract : The effects of hydrogen bond donor acidity and counter cation within a 'frustrated' self-assembled, hydrogen bonded system. 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.