Functionalisations at activated and non-activated C-H bonds
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-sele...
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| Format: | Thesis (University of Nottingham only) |
| Language: | English |
| Published: |
2021
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| Online Access: | https://eprints.nottingham.ac.uk/64278/ |
| _version_ | 1848800110331297792 |
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| author | Ambrosio, Teresina |
| author_facet | Ambrosio, Teresina |
| author_sort | Ambrosio, Teresina |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | 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. |
| first_indexed | 2025-11-14T20:46:21Z |
| format | Thesis (University of Nottingham only) |
| id | nottingham-64278 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T20:46:21Z |
| publishDate | 2021 |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-642782025-02-28T15:09:42Z https://eprints.nottingham.ac.uk/64278/ Functionalisations at activated and non-activated C-H bonds Ambrosio, Teresina 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. 2021-03-15 Thesis (University of Nottingham only) NonPeerReviewed application/pdf en arr https://eprints.nottingham.ac.uk/64278/1/Doctoral%20Thesis%20Teresa%20Ambrosio%20Revisions.pdf Ambrosio, Teresina (2021) Functionalisations at activated and non-activated C-H bonds. PhD thesis, University of Nottingham. Catalysis Iron-catalysis Palladium Cross-coupling C-H activation Late-stage functionalisation |
| spellingShingle | Catalysis Iron-catalysis Palladium Cross-coupling C-H activation Late-stage functionalisation Ambrosio, Teresina Functionalisations at activated and non-activated C-H bonds |
| title | Functionalisations at activated and non-activated C-H bonds |
| title_full | Functionalisations at activated and non-activated C-H bonds |
| title_fullStr | Functionalisations at activated and non-activated C-H bonds |
| title_full_unstemmed | Functionalisations at activated and non-activated C-H bonds |
| title_short | Functionalisations at activated and non-activated C-H bonds |
| title_sort | functionalisations at activated and non-activated c-h bonds |
| topic | Catalysis Iron-catalysis Palladium Cross-coupling C-H activation Late-stage functionalisation |
| url | https://eprints.nottingham.ac.uk/64278/ |