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Study On Visible Light-Promoted Oxy-Perfluoroalkylation Of Alkenes

Posted on:2022-06-21Degree:MasterType:Thesis
Country:ChinaCandidate:Y M HuoFull Text:PDF
GTID:2491306335495604Subject:Chemistry
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Organofluorine compounds play a significant role in pharmaceuticals,agrochemicals,and functional materials.Accordingly,the development of economical,efficient and environmentally friendly fluorination methods has been one of the most important research areas in organofluorine chemistry.Over the past decades,the intermolecular oxy-perfluoroalkylation of alkenes has attracted much attention since the method is powerful for the rapid synthesis of structurally diverse perfluoroalkylation molecules from simple starting materials in a multicomponent coupling process.Among the existing oxy-perfluoroalkylation strategy,transition-metal catalysts(Cu,Ru or Ir)and activated perfluoroalkyl precursors(Togni’s regent or Umemoto’s regent)are required to generate perfluoroalkyl radicals in most cases.In this dissertation,our works mainly focus on the development of visible-light-promoted photochemical strategy for the intermolecular oxy-perfluoroalkylation of alkenes with non-activated perfluoroalkyl iodides under catalyst-free conditions.The first part of this dissertation expounds the research progress on the intermolecular oxy-perfluoroalkylation of alkenes.The second part introduce a novel and practical photochemical strategy for the intermolecular oxy-perfluoroalkylation of alkenes without additional transition metals and photocatalysts under blue light irradiation.Numerous mechanistic studies indicated that the reaction was initiated via the light-promoted homolytic cleavage of the Rf–I.The reaction proceeds with excellent substrate scope and good functional group tolerance with high chemo-and regioselectivities under mild conditions,therefore providing an efficient methodology for further application in life and material sciences.The utility of this process is highlighted by its efficient synthesis of an array of structurally diverse oxy-perfluoroalkylation products.
Keywords/Search Tags:Visible light, Radical, Homolytic, Cleavage, Catalyst-free, Organofluorine compounds
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