Visible-light photocatalytic activation of N-Chlorosuccinimide (cas 128-09-6) by organic dyes for the chlorination of arenes and heteroarenes
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Add time:09/09/2019 Source:sciencedirect.com
A variety of arenes and heteroarenes are chlorinated in moderate to excellent yields using N-Chlorosuccinimide (cas 128-09-6) (NCS) under visible-light activated conditions. A screening of known organic dye photocatalysts resulted in the identification of methylene green as the most efficient catalyst to use with NCS. According to mechanistic studies described within, the reaction is speculated to proceed via a single electron oxidation of NCS utilizing methylene green under visible-light photoredox pathway. The photo-oxidation of NCS amplifies the electrophilicity of the chlorine atom of the NCS, thus leading to enhanced reactivity as a chlorinating reagent with aromatic substrates.
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