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The synthesis of pH dependant macrocycles for switchable anion recognition

The synthesis of pH dependant macrocycles for switchable anion recognition
The synthesis of pH dependant macrocycles for switchable anion recognition
This thesis is concerned with the synthesis of a range of pH switchable macrocycles and their ability to bind anions. Chapter 1 provides an introduction to anion recogntion within supramolecular chemistry and introduces switchable anion recognition and potential application of such. Chapter 2 describes the optimisation of synthesis of a designed pH macrocyclic receptor functionalised with benzyl groups. This revealed that the cavity size was too stable for efficient switching. This led us into Chapter 3 whereby the synthesis of a series of pH switchable macrocycles of varying cavity size facilitated efficient switching and recognition of a range anionic guests. Chloride proved to be an excellent guest which led us to investigate the macrocycles’ ability to transport HCl across a synthetic membrane. The results of this led into Chapter 4 whereby we attempted to optimise the transmembrane transport properties of these system types by improving solubility and also testing some acyclic systems. The conclusions of this showed that the systems required more work to be effective HCl co-transporters.
Nesbit, William
d77ac04b-4ffa-4c18-a3b5-b3c43f161bf5
Nesbit, William
d77ac04b-4ffa-4c18-a3b5-b3c43f161bf5
Bloodworth, Sally
943160fc-1b70-4c29-b2e3-b7785cee8a0c

(2012) The synthesis of pH dependant macrocycles for switchable anion recognition. University of Southampton, Chemistry, Doctoral Thesis, 455pp.

Record type: Thesis (Doctoral)

Abstract

This thesis is concerned with the synthesis of a range of pH switchable macrocycles and their ability to bind anions. Chapter 1 provides an introduction to anion recogntion within supramolecular chemistry and introduces switchable anion recognition and potential application of such. Chapter 2 describes the optimisation of synthesis of a designed pH macrocyclic receptor functionalised with benzyl groups. This revealed that the cavity size was too stable for efficient switching. This led us into Chapter 3 whereby the synthesis of a series of pH switchable macrocycles of varying cavity size facilitated efficient switching and recognition of a range anionic guests. Chloride proved to be an excellent guest which led us to investigate the macrocycles’ ability to transport HCl across a synthetic membrane. The results of this led into Chapter 4 whereby we attempted to optimise the transmembrane transport properties of these system types by improving solubility and also testing some acyclic systems. The conclusions of this showed that the systems required more work to be effective HCl co-transporters.

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More information

Published date: 31 August 2012
Organisations: University of Southampton, Chemistry

Identifiers

Local EPrints ID: 344288
URI: http://eprints.soton.ac.uk/id/eprint/344288
PURE UUID: ab6e49c1-060b-4cda-a3ee-d1635f655750
ORCID for Sally Bloodworth: ORCID iD orcid.org/0000-0003-2219-3635

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Date deposited: 18 Feb 2013 16:12
Last modified: 06 Jun 2018 12:49

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