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Title: Polymer-supported pincers for selective molecular and ionic binding
Author: Golden, Christopher Alex
ISNI:       0000 0001 3501 9500
Awarding Body: University of Southampton
Current Institution: University of Southampton
Date of Award: 2005
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This thesis reports an investigation into the preparation and use of immobilised pyridine-2,6-dicarboxamide pincers for applications including heterogeneous catalysis, metal-ion sequestering and chiral separation. Prior to the exploration of solid-phase techniques, a number of novel pincer-like model compounds based on bis-(4-substituted) pyridine-2,6-dicarboxamides were synthesised and their molecular and metal-ion binding properties investigated. Crystallography was used to probe their behaviour in the solid state and UV-visible titrations were performed in order to investigate the formation of metal-ion complexes in solution. The model compounds also formed the basis of the solid-phase aspect of this work. Several different routes towards the immobilisation of the pyridine-cored pincers on polystyrene resin supports were in:y'estigated. Two strategies were found to be particularly useful: (i) using an ether-based linkage for linking 4-hydroxy-substituted pincers to Merrifield resin; and (ii) using a secondary amine linkage for linking 4chloro- substituted pincers with aminomethyl resin. The search for an all-carbon linkage from resin support to pincer unfortunately proved to be unsuccessful. The use of pincer-like ligands in catalysis is well documented in the literature and attempts were made to match some of the metal-ion pincer-complexes prepared in this study with catalytic reactions. A number of novel esters were prepared during the course of this work and an investigation into their solid-state properties was undertaken.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available