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Synthesis of Maleimide and Pyridazinedione Scaffolds for Anion Binding and Transport

Morton, Evelyn Rose; (2025) Synthesis of Maleimide and Pyridazinedione Scaffolds for Anion Binding and Transport. Doctoral thesis (Ph.D), UCL (University College London).

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Abstract

The development of supramolecular structures for anion receptor chemistry is important for biological, chemical and pharmaceutical applications. This thesis describes the design and synthesis of novel anion receptors, bis-amino maleimides and bis-amino pyridazinediones, and investigates how bis-amino maleimides utilise the hydrogen bonding motif for anion binding and transport across lipid bilayer membranes. Chapter one introduces supramolecular anion receptor chemistry, and describes advances in the development of anion receptors based on the dual hydrogen bond motif, with a particular focus on transmembrane anion transport applications. Chapter two explores a variety of synthetic techniques towards bis-amino maleimides and bis-amino pyridazinediones. Furthermore, this chapter investigates the fluorescent properties of bis-amino maleimides. Chapter three explores the anion binding activity of bis-amino maleimides and bis-amino pyridazinediones using a combination of experimental techniques and computational methods. Chapter four explores the anion transport activity of bis-amino maleimides and uses various transmembrane transport assays to investigate the anion transport mechanism. Chapter five concludes the work detailed in this thesis, and discusses future perspectives for the anion binding, transport and application of bis-amino maleimides. Chapter six describes experimental procedures used within this thesis. Supplementary Information contains NMR characterisation of molecules synthesised in chapter two, fluorescence studies, 1H NMR titration experiments and DFT calculations.

Type: Thesis (Doctoral)
Qualification: Ph.D
Title: Synthesis of Maleimide and Pyridazinedione Scaffolds for Anion Binding and Transport
Language: English
Additional information: Copyright © The Author 2025. Original content in this thesis is licensed under the terms of the Creative Commons Attribution-NonCommercial 4.0 International (CC BY-NC 4.0) Licence (https://creativecommons.org/licenses/by-nc/4.0/). Any third-party copyright material present remains the property of its respective owner(s) and is licensed under its existing terms. Access may initially be restricted at the author’s request.
UCL classification: UCL
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/10203468
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