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THF: An Efficient Electron Donor in Continuous Flow Radical Cyclization Photocatalyzed by Graphitic Carbon Nitride
Authors:Dr Magdalena Wo?nica  Nicolas Chaoui  Soraya Taabache  Prof?Dr Siegfried Blechert
Institution:Institute of Chemistry, Technical University Berlin, Strasse des 17. Juni 135, 10623 Berlin (Germany), Fax: +49 30 314 29745
Abstract:Mesoporous graphitic carbon nitride (mpg‐C3N4) was found to be an efficient heterogeneous photocatalyst for the metal‐free radical cyclization of 2‐bromo‐1,3‐dicarbonyl compounds. Reactions leading to functionalized cyclopentanes proceed under mild conditions and can be conducted in a continuous flow photoreactor. Compared to the batch reaction, the use of a continuous flow reactor resulted in a significant reduction in reaction time (complete conversion of 0.04 mmol of substrate in a batch was achieved after 4 h, whereas in a flow reactor the same amount of substrate was fully converted into a product within 40 min). Mechanistic studies of the reaction showed that THF plays not only the role of solvent, but is also a crucial hydrogen and electron donor.
Keywords:carbon nitride  continuous flow  heterogeneous catalysis  photocatalysis  radical reactions
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