| Summary: | <p>This thesis describes the synthesis of acyclic and macrocyclic incorporating sigma-hole interactions including halogen and chalcogen bonding for anion and ion-pair recognition.</p>
<p><strong>Chapter 1</strong> introduces the general aspects in the field of supramolecular host-guest chemistry with particular emphasis on themes relevant to the topic of this DPhil research project, specifically anion and ion-pair recognition followed by a review of non-covalent interactions.</p>
<p><strong>Chapter 2</strong> describes the preparation of a series of chalcogen, halogen and hydrogen bonding acyclic anion receptors wherein structural and electronic factors that influence anion recognition potency and selectivity of σ-hole interactions are explored through anion binding studies and linear free energy relationship analysis.</p>
<p><strong>Chapter 3</strong> presents the synthesis of two chalcogen bonding heteroditopic receptor systems followed by extensive characterisation of their anion and ion-pair recognition properties. The most potent system is capable of selective KCl recognition, facilitating its solid-liquid, liquid-liquid extraction and liquid membrane transport.</p>
<p><strong>Chapter 4</strong> details the synthesis of a series of tetraphenylethene derivatives functionalised with highly potent electron-deficient perfluoroaryl iodo-triazole halogen bond donors. A suite of techniques reveal that the tetra-substituted halogen bonding receptor forms luminescent nanoscale aggregates, the formation of which is driven by XB-mediated anion coordination. Furthermore, the doubly substituted geometric isomers act as unprecedented photoswitchable XB donor anion receptors, where the composition of the photostationary state can be modulated by the presence of a coordinating halide anion.</p>
<p><strong>Chapter 5</strong> presents a series of novel heteroditopic halogen bonding receptor functionalised silica based materials, which are investigated for the cooperative binding and extraction of sodium halide ion-pair species from aqueous solution.</p>
|
|---|