ChemCatChem · 2018 · 113 citations · 34 references
Natural SciencesChemical EngineeringChemistryCatalysisGreen ChemistryReaction EngineeringGreen CatalysisPhotocatalysisPhotochemical SynthesisPhotochemistrySulfur ChemistryElectron TransferElectron Transfer PathwaysGreenhouse Gas ChemistryPhotocatalytic MaterialsPhotocatalytic SynthesisPhotochemical Reaction DesignPhotoredox CatalysisVisible-light Photocatalysis
Abstract Sulfur hexafluoride is inert, non‐toxic, and cannot simply be applied as pentafluorosulfanylation reagent. We present the first photoredox catalytic way to convert it into pentafluorosulfanylated α‐methyl and α‐phenyl styrenes simply by using light. The work tackles the challenges of precise activation of sulfur hexafluoride by a photoredox catalyst with designed consecutive electron transfer cycles in a fashion that styrenes trap the generated pentafluorosulfanyl radical. The method overcomes the highly problematic access to vinylic and allylic pentafluorosulfanyl styrenes and combines it with the disposal of the most potent greenhouse gas. Together with the use of light as energy source, an exceptionally high level of sustainability is gained.
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Robert G. Parr, László von Szentpály, Shubin Liu · Journal of the American Chemical Society · 1999 · 7.3K citations
Photoredox Catalysis in Organic Chemistry
Megan H. Shaw, Jack Twilton, David W. C. MacMillan · The Journal of Organic Chemistry · 2016 · 3.1K citations · Full text
Reduction of aryl halides by consecutive visible light-induced electron transfer processes
Indrajit Ghosh, Tamal Kanti Ghosh, Javier I. Bardagí et al. · Science · 2014 · 1.2K citations · Full text
Visible Light Mediated Photoredox Catalytic Arylation Reactions
Indrajit Ghosh, Leyre Marzo, Amrita Das et al. · Accounts of Chemical Research · 2016 · 778 citations