Chemistry - A European Journal p. 4228 - 4233 (2018)
Update date:2022-08-11
Topics:
Metternich, Jan B.
Sagebiel, Sven
Lückener, Anne
Lamping, Sebastian
Ravoo, Bart Jan
Gilmour, Ryan
The covalent immobilization of the biomimetic, photo-organocatalyst (?)-riboflavin on silica micro- and nanoparticles via atom transfer radical polymerization (ATRP) is disclosed. Given the effectiveness of (?)-riboflavin as a versatile, environmentally benign photocatalyst, an immobilization strategy based on acrylate-linker modification of the catalyst core and controlled polymerization on initiator pre-functionalized silica particles has been developed. Validation of this approach is demonstrated in the E→Z isomerization of a benchmark cinnamonitrile (Z/E up to 88:12) with 0.97 mol % catalyst loading. Characterization of the immobilized photocatalyst supports covalent embedding of the catalyst in the polymeric brushes on the silica particle surface.
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Doi:10.1039/c5ra15333f
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