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Atom Transfer Radical Polymerization of Functionalized Vinyl Monomers Using Perylene as a Visible Light Photocatalyst
Published on: April 22, 2016
External photocatalyst-free photocycloaddition between triplet vinylnitrenes with 1,3-biradical character and
Sidhartha Malo1,2, Supriyo Santra3, Jayanta Saha1,2
1CSIR-Indian Institute of Chemical Biology, Organic and Medicinal Chemistry Division, Kolkata 700032, West Bengal, India. indrajit@iicb.res.in.
Abstract:
Herein, we report that triplet vinylnitrenes with 1,3-biradical character can directly participate in photocycloaddition reactions with olefins to produce single diastereomers of the corresponding 1-pyrrolines under 420 nm LEDs in acetonitrile solvent. Moreover, a one-pot method has been developed to produce pyrroles directly through photocycloaddition and oxidation sequences. The excited state of the substrate olefin can sensitize vinyl azide via energy transfer, eliminating the need for an external photocatalyst or sensitizer.
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