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Download fileQuantum Dots in Visible-Light Photoredox Catalysis: Reductive Dehalogenations and C–H Arylation Reactions Using Aryl Bromides
journal contribution
posted on 2017-06-06, 00:00 authored by Anuushka Pal, Indrajit Ghosh, Sameer Sapra, Burkhard KönigIn
the recent past, visible-light-mediated photoredox catalysis
has made a huge impact on the development of new synthetic methods
under very mild and ecologically benign conditions. Although semiconductor
nanocrystals or quantum dots (QDs) possess suitable optoelectronic
and redox properties for photoredox catalytic applications, surprisingly,
their use for the activation of challenging chemical bonds in the
synthesis of organic molecules is little explored. We report here
the application of ZnSe/CdS core/shell QDs for the synthetically important
photoredox catalytic activation of carbon–halogen bonds in
dehalogenation and C–H arylation reactions using (hetero)aryl
halides as bench-stable inexpensive bulk starting materials, under
very mild reaction conditions. The outstanding catalytic activity
of ZnSe/CdS core/shell QDs is a direct consequence of the high specific
surface area and homogeneity of QDs in solution and their high photostability
toward oxidation.