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Updated: Apr 26, 2026

Atom Transfer Radical Polymerization of Functionalized Vinyl Monomers Using Perylene as a Visible Light Photocatalyst
Published on: April 22, 2016
Photocatalytic Functionalization of Perfluoroalkyl Alkenyl Iodides via Vinyl Radicals: Synthesis of
Shuang Liu1, Ke Zhou1, Yu-Jie Zhou1
1Technical Institute of Fluorochemistry, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.
Abstract:
A photocatalytic [4 + 2] cycloaddition of perfluoroalkyl alkenyl iodides with 1,1-di(hetero)aryl alkenes was developed for the modular synthesis of multisubstituted naphthalenes. Through a key perfluoroalkylated vinyl radical intermediate that undergoes a sequence of intermolecular addition, Mallory-type cyclization, and dehydrogenative aromatization, the method enables the precise incorporation of diverse perfluoroalkyl moieties onto carbocycles. Interestingly, perfluoroalkyl alkenyl iodides exhibit distinct radical reactivity and selectivity features mainly originating from the structural and electronic attributes of the attached perfluoroalkyl group.
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