Photochemical transformations of α-diazocarbonyl compounds in flow

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dc.check.date2035-05-31
dc.contributor.advisorMaguire, Anita
dc.contributor.advisorCollins, Stuart
dc.contributor.authorO'Callaghan, Katie S.en
dc.contributor.funderSynthesis and Solid State Pharmaceutical Centreen
dc.date.accessioned2025-02-06T15:03:19Z
dc.date.available2025-02-06T15:03:19Z
dc.date.issued2024
dc.date.submitted2024
dc.description.abstractThis thesis describes a detailed investigation of the synthetic and mechanistic aspects of the reactivity of a series of α-diazocarbonyl compounds including aryldiazoacetates, α-diazo-β-ketoesters and an α-diazo-β-ketosulfone, under continuous flow photolysis. These photochemical transformations yielded 2,3-dihydrobenzofurans, γ- and β-lactones, oxazoles and Wolff rearrangement products indicating the synthetic versatility of these metal-free processes. Continuous flow technology was also applied to telescope sulfonyl azide generation, diazo transfer and subsequent photochemical reactions, enabling three steps to be carried out without the need to isolate or handle any hazardous materials. The use of Process Analytical Technologies (FlowNMR and FlowIR™) throughout this work provided key insights into reaction progress and offered improved process safety through reaction monitoring.en
dc.description.statusNot peer revieweden
dc.description.versionAccepted Versionen
dc.format.mimetypeapplication/pdfen
dc.identifier.citationO'Callaghan, K. S. 2024. Photochemical transformations of α-diazocarbonyl compounds in flow. PhD Thesis, University College Cork.
dc.identifier.endpage465
dc.identifier.urihttps://hdl.handle.net/10468/17000
dc.language.isoenen
dc.publisherUniversity College Corken
dc.relation.projectinfo:eu-repo/grantAgreement/SFI/SFI Research Centres/12/RC/2275/IE/Synthesis and Solid State Pharmaceutical Centre (SSPC)/en
dc.rights© 2024, Katie O'Callaghan.
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.subjectα-Diazocarbonyl compounds
dc.subjectPhotochemistry
dc.subjectFlow chemistry
dc.titlePhotochemical transformations of α-diazocarbonyl compounds in flow
dc.typeDoctoral thesisen
dc.type.qualificationlevelDoctoralen
dc.type.qualificationnamePhD - Doctor of Philosophyen
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