Indefinite. Restriction lift date: 10000-01-01
Direct arylation/C-H activation and other cross-coupling approaches to important biological scaffolds
| dc.check.date | 10000-01-01 | |
| dc.check.embargoformat | Apply the embargo to the e-thesis on CORA (If you have submitted an e-thesis and want to embargo it on CORA) | en |
| dc.check.entireThesis | Entire Thesis Restricted | |
| dc.check.info | Indefinite | en |
| dc.check.opt-out | Not applicable | en |
| dc.check.reason | This thesis is due for publication or the author is actively seeking to publish this material | en |
| dc.contributor.advisor | Mcglacken, Gerard P. | en |
| dc.contributor.author | Ó Muimhneacháin, Eoin | |
| dc.contributor.funder | University College Cork | en |
| dc.date.accessioned | 2018-05-11T15:21:20Z | |
| dc.date.issued | 2018 | |
| dc.date.submitted | 2018 | |
| dc.description.abstract | 2-Heptyl-3-hydroxy-4(1H)-quinolone (PQS) and its biosynthetic precursor 2-heptyl3-hydroxy-4(1H)-quinolone (HHQ) are known to control the biofilm formation pathway of Pseudomonas aeruginosa. The syntheses of these signalling molecules was the first component of this work. HHQ also acted as a scaffold for the preparation of novel derivatives which represent a potential new class of antimicrobial agent. Subsequently, novel N-alkyl-4-hydroxy-2(1H)-quinolone derivatives were prepared as biological mimics of the previously mentioned 4(1H)-quinolones. Also, procedures for the synthesis of the recently proposed Pseudomonas signalling molecule 2-(2-hydroxyphenyl)thiazole-4-carbaldehyde (IQS) and analogues thereof were developed. Underlying this work was the use of palladium-catalysed aryl coupling, with particular focus on direct arylation. A synthesis of novel tricyclic isochromene products was also developed from common 1,3-diketone substrates by application of Pd-catalysed coupling. A significant amount of work was also carried out to determine mechanistic details of the key transformation. | en |
| dc.description.status | Not peer reviewed | en |
| dc.description.version | Accepted Version | |
| dc.format.mimetype | application/pdf | en |
| dc.identifier.citation | Ó Muimhneacháin, E. 2018. Direct arylation/C-H activation and other cross-coupling approaches to important biological scaffolds. PhD Thesis, University College Cork. | en |
| dc.identifier.endpage | 284 | en |
| dc.identifier.uri | https://hdl.handle.net/10468/6093 | |
| dc.language.iso | en | en |
| dc.publisher | University College Cork | en |
| dc.relation.project | University College Cork (Strategic Research Fund PhD Programme) | en |
| dc.rights | © 2018, Eoin Ó Muimhneacháin. | en |
| dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/3.0/ | en |
| dc.subject | Quorum sensing | en |
| dc.subject | Antibiotic | en |
| dc.subject | Anti-bacterial | en |
| dc.subject | Direct arylation | en |
| dc.subject | Palladium | en |
| dc.thesis.opt-out | false | |
| dc.title | Direct arylation/C-H activation and other cross-coupling approaches to important biological scaffolds | en |
| dc.type | Doctoral thesis | en |
| dc.type.qualificationlevel | Doctoral | en |
| dc.type.qualificationname | PhD | en |
| ucc.workflow.supervisor | g.mcglacken@ucc.ie |
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