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Browsing by Author "Blackburn, Bryan G."
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Item Metal-free visible-light-promoted C(sp3)-H functionalization of aliphatic cyclic ethers using trace O2(Royal Society of Chemistry, 2021) Niu, Ben; Blackburn, Bryan G.; Sachidanandan, Krishnakumar; Cooke, Maria Victoria; Laulhé, Sébastien; Chemistry and Chemical Biology, School of SciencePresented is a light-promoted C-C bond forming reaction yielding sulfone and phosphate derivatives at room temperature in the absence of metals or photoredox catalyst. This transformation proceeds in neat conditions through an auto-oxidation mechanism which is maintained through the leaching of trace amounts of O2 as sole green oxidant.Item Photoredox Polyfluoroarylation of Alkyl Halides via Halogen Atom Transfer(American Chemical Society, 2022) Niu, Ben; Sachidanandan, Krishnakumar; Blackburn, Bryan G.; Cooke, Maria Victoria; Laulhé, Sébastien; Chemistry and Chemical Biology, School of SciencePolyfluoroarene moieties are of interest in medicinal chemistry, agrochemicals, and material sciences. Herein, we present the first polyfluoroarylation of unactivated alkyl halides via a halogen atom transfer process. This method converts primary, secondary, and tertiary alkyl halides into the respective polyfluoroaryl compounds in good yields in the presence of amide, carbamate, ester, aromatic, and sulfonamide moieties, including derivatives of complex bioactive molecules. Mechanistic work revealed that this transformation proceeds through an alkyl radical generated after the halogen atom transfer.