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Title: Synthesis and characterization of new electro-active building blocks for supramolecular and materials chemistry
Author: Mabruk, Suhil Salem
ISNI:       0000 0001 3614 7520
Awarding Body: Heriot-Watt University
Current Institution: Heriot-Watt University
Date of Award: 2007
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This thesis deals with the synthesis and study of new electro-active compounds in order to improve understanding of controlling supramolecular interactions between host-guest systems in solution and at the solid-liquid interface ofa conducting polymer backbone. ..... Firstly, a series of flavin functionalised electrodes has been produced by immobilisation of flavin units as an electropolymerised thin film. We have shown that thin films of the flavin polymer can be deposited onto an electrode surface and that electrochemically controllable hydrogen bonding interactions can occur between the pendant flavin units and diaminopyridine units in solution. Electrochemically tuneable flavin-functionalised C60 derivatives have been synthesised and the redox-modulator role of hydrogen bonding interactions with diamidopyridine derivatives has been studied. We have shown that the attachment of the flavin unit onto C60 does not interfere with the ability of the flavin to undergo hydrogen bonding interactions with diamidopyridine. Moreover, hydrogen bonding interactions between the flavin and diamidopyridine units influences the redox properties of the C60 derivative. We have developed an attractive model system for flavoenzymes that have the cofactor directly attached to the apoenzyme,.by producing a flavin unit that is covalently linked to a diamidopyridineunit. The model compound self-assembles into an intramolecularly hydrogen bonded complex both iIi solution and the solid-state. The addition of an external stimulus disassembles the intramolecular hydrogen bonded complex. A CBPQr+ -based rotaxane has also b~en synthesised and electropolymerised onto an electrode surface by oxidative polymerisation of the 2,5-dithienylpyrrole stopper units. We have shown that the rotaxane can be deposited onto a surface. However, electrochemical measurements show that submonolayer coverage occurs. Finally, we have synthesised a range of new flavin building blocks. We have investigated the attachment ofone ofthese systems onto a diamond surface.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available