Functionalisations at activated and non-activated C-H bonds

Ambrosio, Teresina (2021) Functionalisations at activated and non-activated C-H bonds. PhD thesis, University of Nottingham.

[img] PDF (Thesis approved and revised) (Thesis - as examined) - Repository staff only until 15 March 2023. Subsequently available to Repository staff only - Requires a PDF viewer such as GSview, Xpdf or Adobe Acrobat Reader
Download (5MB)

Abstract

Site-selective, late-stage functionalisation of non-activated C-H bonds represents a challenge for organic chemists because these bonds are among the strongest in nature. Particularly, with regards to chlorination of non-activated C-H bonds, a method that allows for their benign, facile ad site-selective chlorination has yet to be developed.

With this doctoral thesis, we aimed at developing a novel and more sustainable procedure to perform halogenation of non-activated C-H bonds as well as giving our contribution to expanding the knowledge and understanding of the mechanism and catalytic cycle of the reaction.

We also explored the use of palladium catalysts for the alpha-arylation of ortho-chloro toluenes with diketones. Despite diketones carry activated C-H bonds, a facile and sustainable functionalization of those bonds hasn't been found yet and existing protocols rely on the use of stoichiometric amounts of lead complexes. The aim of this project was to substitute the toxic metal lead with palladium used in catalytic amounts. We also gave our contribution to gaining evidence and exploring the mechanism and catalytic cycle of the cross-coupling reaction.

Item Type: Thesis (University of Nottingham only) (PhD)
Supervisors: Ball, Liam
Keywords: Catalysis, Iron-catalysis, Palladium, Cross-coupling, C-H activation, Late-stage functionalisation
Subjects: Q Science > QD Chemistry > QD450 Physical and theoretical chemistry
Faculties/Schools: UK Campuses > Faculty of Science > School of Chemistry
Item ID: 64278
Depositing User: Ambrosio, Teresina
Date Deposited: 11 May 2021 10:55
Last Modified: 11 May 2021 10:55
URI: http://eprints.nottingham.ac.uk/id/eprint/64278

Actions (Archive Staff Only)

Edit View Edit View