An investigation into the use of pyridine-cored molecular pincers for asymmetric resolution and catalysis
An investigation into the use of pyridine-cored molecular pincers for asymmetric resolution and catalysis
This thesis reports an investigation into the design, preparation, and use of pyridine-cored molecular pincers, and their transition metal ion complexes for asymmetric resolution and catalysis. In the first section the history of supramolecular chemistry is described highlighting the main classes of supramolecular compound. The discussion continues, introducing the theory of chiral resolution along with the different methods of resolution available. The final part to the first section talks about chiral catalysis with a focus on molecular pincer chiral catalysis towards the end. Drawing on the current literature concerning metal ion binding, asymmetric resolution, and chiral catalysis, the main body of the thesis describes the design and synthesis of many “amide” and “imine” C-shaped pyridine-cored molecular pincers with several transition metal ion complexes associated. The discussion then proceeds to describe the efforts made to incorporate the prepared systems into catalytic or resolution processes. In particular the discussion focuses on the hydrolysis of an amide and the resolution of diastereoisomers via crystallisation, as they were the most successful areas of research. The UV titration of several transition metal ion complexes has been reported, used as a method to determine the stoichiometry of the complexes in solution. In addition many single crystal X-ray diffraction experiments were undertaken and used as evidence for the production and geometry of several complexes and molecules.
University of Southampton
2004
Dwyer, Andrew Neil
(2004)
An investigation into the use of pyridine-cored molecular pincers for asymmetric resolution and catalysis.
University of Southampton, Doctoral Thesis.
Record type:
Thesis
(Doctoral)
Abstract
This thesis reports an investigation into the design, preparation, and use of pyridine-cored molecular pincers, and their transition metal ion complexes for asymmetric resolution and catalysis. In the first section the history of supramolecular chemistry is described highlighting the main classes of supramolecular compound. The discussion continues, introducing the theory of chiral resolution along with the different methods of resolution available. The final part to the first section talks about chiral catalysis with a focus on molecular pincer chiral catalysis towards the end. Drawing on the current literature concerning metal ion binding, asymmetric resolution, and chiral catalysis, the main body of the thesis describes the design and synthesis of many “amide” and “imine” C-shaped pyridine-cored molecular pincers with several transition metal ion complexes associated. The discussion then proceeds to describe the efforts made to incorporate the prepared systems into catalytic or resolution processes. In particular the discussion focuses on the hydrolysis of an amide and the resolution of diastereoisomers via crystallisation, as they were the most successful areas of research. The UV titration of several transition metal ion complexes has been reported, used as a method to determine the stoichiometry of the complexes in solution. In addition many single crystal X-ray diffraction experiments were undertaken and used as evidence for the production and geometry of several complexes and molecules.
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Published date: 2004
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Local EPrints ID: 465506
URI: http://eprints.soton.ac.uk/id/eprint/465506
PURE UUID: 97d95fe7-f2f4-4b43-b582-bb3425432adf
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Date deposited: 05 Jul 2022 01:30
Last modified: 05 Jul 2022 01:30
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Author:
Andrew Neil Dwyer
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