Use this URL to cite or link to this record in EThOS: http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.491446
Title: Fluorescent Anion Sensing and Anion Templated Assembly of Interpenetrated Molecular Architectures
Author: Ferguson, Richard
Awarding Body: University of Oxford
Current Institution: University of Oxford
Date of Award: 2008
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Abstract:
The main aim: of this project is to develop novel acyclic and macrocyclic hosts for the binding and fluorescent sensing of anionic guests in solution. In addition the use of these hosts in anion templated interpenetrated architectures was exploited. Chapter One introduces the field of supramolecular chemistry and gives a brief description of the non-covalent forces employed in supramolecular host design. A description of the areas of anion binding and the more sophisticated discipline of anion sensing is given. The Chapter concludes with a discussion of the phenomenon of selfassembly and in particular, details the advances in molecular templation that have revolutionised the synthesis ofmechanically interlocked systems. Chapter Two describes the synthesis of a range of indolo[2,3a]carbazoles through a 'one-pot' Fischer indolisation reaction and their subsequent functionalisation to give acyclic and macrocyclic receptors. Schiff base receptors capable of intramolecular hydrogen bonding were shown to have minimal anion binding. However, a bipodal amino receptor showed very high anion affinity. Chapter Three details the preparation ofnew 'off-on' fluorescent sensors for anions using anthracene PET based receptors. Various neutral and charged anion binding groups were appended to the anthracene including imidazoliums and pyridine bis-amide derivatives. Both the anion binding potential of these receptors and the ability of the anion to effect the fluorescence PET ofthe anthracene were investigated Chapter Four reports the use of fluorescent receptors in Chapters Two and Three as . threads in anion templated [2]-pseudorotaxanes. Sulfate successfully templated the formation of an indolocarbazole pseudorotaxane while chloride was used for the anthracene derivative. Each section culminates in the attempts to permanently interlock the structures as [2]-rotaxanes. Chapter Five reports the synthetic procedures used within the thesis.
Supervisor: Not available Sponsor: Not available
Qualification Name: University of Oxford, 2008 Qualification Level: Doctoral
EThOS ID: uk.bl.ethos.491446  DOI: Not available
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