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Butler, Thomas James (2024) Investigation of Recyclable Palladium Catalysts in C(sp3)–H Acetoxylation and Their Application in a One-Pot Redox-Relay Heck/Reductive Amination Sequence. PhD thesis, University of Nottingham.

	PDF (Thomas Butler 14247692 Thesis Corrected Version) (Thesis - as examined) - Repository staff only until 24 July 2026. Subsequently available to Anyone - Requires a PDF viewer such as GSview, Xpdf or Adobe Acrobat Reader Available under Licence Creative Commons Attribution. Download (8MB)
	PDF (Copies of NMR Spectra for Thesis - Thomas Butler 14247692) (Thesis - as examined) - Repository staff only until 24 July 2026. Subsequently available to Anyone - Requires a PDF viewer such as GSview, Xpdf or Adobe Acrobat Reader Available under Licence Creative Commons Attribution. Download (6MB)

Abstract

The use of palladium as a catalyst enables the facile production of pharmaceutical and agrochemical compounds that enhance and sustain our lives. The extraordinary utility of this metal, however, is counterbalanced by its relative scarcity and challenged supply chain, leading to fluctuations in its value and uncertainty regarding its long-term availability. This thesis discusses laboratory-scale methods for the recovery and re-use of palladium catalysts supported on carbonaceous solids.

We discuss the application of commercially available palladium on carbon (Pd/C) in the acetoxylation of C(sp3)–H bonds, a transformation that has previously relied upon single-use homogeneous palladium catalysts and bespoke recyclable palladium catalysts that are unavailable for purchase.

The recyclability of Pd/C is investigated, taking into account the release and capture of an active catalyst species during the reaction. Such processes are rarely explored within C–H activation chemistry, allowing for novel insights into the triggers for leaching and deposition processes for this class of reaction.

The use of activated charcoal as a solid support has also been extended to facilitate a one-pot redox-relay Heck/reductive amination procedure towards the synthesis of a library of gamma-aryl propylamines.

Item Type:	Thesis (University of Nottingham only) (PhD)
Supervisors:	Cuthbertson, James D. Binner, Eleanor Denton, Ross
Keywords:	Palladium Catalysis Organic Chemistry C-H Activation Acetoxylation Homogeneous Heterogeneous Capture Release Redox-Relay Heck aryl-propylamine
Subjects:	Q Science > QD Chemistry > QD450 Physical and theoretical chemistry R Medicine > RS Pharmacy and materia medica
Faculties/Schools:	UK Campuses > Faculty of Science > School of Chemistry
Item ID:	77549
Depositing User:	Butler, Thomas
Date Deposited:	24 Jul 2024 04:41
Last Modified:	24 Jul 2024 04:41
URI:	https://eprints.nottingham.ac.uk/id/eprint/77549

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