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Perylene-Grafted Silicas: Mechanistic Study and Applications in Heterogeneous Photoredox Catalysis
Adela I Carrillo1, Ayda Elhage1, M Luisa Marin1,2
1Department of Chemistry and Biomolecular Sciences, Centre for Catalysis Research and Innovation, University of Ottawa, 10 Marie Curie, Ottawa, K1N 6N5, Canada.
Abstract:
A mechanistic study is herein presented for the use of heterogeneous photocatalysts based on perylene moieties. First, the successful immobilization of perylene diimides (PDI) on silica matrices is demonstrated, including their full characterization by means of electronic microscopy, surface area measurements, powder XRD, thermogravimetric analysis, and FTIR, 29 Si and 13 C solid-state NMR, fluorescence, and diffuse reflectance spectroscopies. Then, the photoredox activity of the material was tested by using two model reactions, alkene oxidation and 4-nitrobenzylbromide reduction, and mechanistic studies were performed. The mechanistic insights into their photoredox activity show they have promising dual photocatalytic activity for both organic oxidations and reductions.
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