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Title: Synthesis of dimeric pyridylguanidinium based supramolecular structures stable in polar and aqueous solvent systems
Author: Tesfatsion, Biniam Fessehaye
ISNI:       0000 0004 2727 2786
Awarding Body: University of Southampton
Current Institution: University of Southampton
Date of Award: 2011
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This thesis describes the synthesis of a series of pyridyl guanidinium-carboxylates. Dilution and spectroscopic studies are made thus affording information concerning the molecular forces controlling their dimerisation. Chapter I provides an introduction to the thesis and discusses, in the main part, the thermodynamics of self-assembly with particular focus given to guanidinium-carboxylates. Chapter II describes the syntheses and dimerisation studies undertaken and Chapter III contains the experimental procedures and results. The dimerisation of the pyridylguanidinium-carboxylates was investigated in DMSO and H2O/DMSO mixtures using isothermal calorimetric and NMR dilution techniques and the relative importance of H-bonding, π- π stacking, electrostatic and hydrophobic interactions in constructing a dimeric self-assembled system in polar and aqueous environment has been investigated. While most of the guanidinium-carboxylates show excellent dimerisation in DMSO (~ Kdim = 7692±1124 M-1) and 10% H2O/DMSO (~ Kdim= 2695±151 M-1), some of them exhibit entropy driven dimerisation in an aqueous environment containing up to 50% (~Kdim= 55±8 M-1) and 75% (~Kdim= 27±7 M-1) H2O in DMSO.
Supervisor: Bloodworth, Sally Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available
Keywords: QD Chemistry