Title:
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Synthesis of novel acyclic and macrocyclic receptors for anion binding and templation
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This thesis is concerned with the design and synthesis ofnew acyclic and macrocyclic
receptors for anion binding and templation. '
Chapter One: Provides an introduction to the field of supramolecular chemistry and
the nature of non-covalent interactions. A discussion of host-guest chemistry, in
particular that of anions together with underlying principles of molecular recognition
is given. Self assembly and anion templated interlocked molecular architectures are
also reviewed.
Chapter Two: Describes the design and synthesis of new Schiff base and amine
pyridyl containing acyclic transition metal based receptors. The synthesis of transition
metal macrocyclic receptor analogues are also presented. Their anion binding
properties are investigated using a variety of spectroscopic and electrochemical
techniques.
Chapter Three: Explores the synthesis of a range of new acyclic tetra-amide based
receptors containing the 2,6-bis-amide pyridyl moiety. Their anion binding properties
are investigated by IH NMR spectroscopy. The ability of the new receptors to form
orthogonal molecular assemblies is then investigated. The chapter concludes with the
attempted syntheses of ion-pair receptors incorporating the new tetra-amide based
anion recognition motif with polyethers.
Chapter Four: Details the synthesis and anion binding properties of a range of bisvinyl
functionalised acyclic compounds containing a tetra-amide anion recognition
site. A new type of macrocycle is subsequently synthesised by an anion templated
ring closing metathesis reaction. The anion binding properties of the new macrocycle
are then studied by IH NMR spectroscopy. Its ability to form chloride anion templated
pseudorotaxanes is studied with the use of different potential thread molecules.
Whether oxoanions could be used as potential templates for pseudorotaxane formation
is also probed.
Chapter Five: Reports the synthesis and characterisation details for all products and
intermediates.
Chapter Six: Provides supplementary experimental information.
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