Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 29, Pages 9791-9796Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201901161
Keywords
microgels; organocatalysis; redox chemistry; selenium
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Funding
- Volkswagen Stiftung [A115859]
- Government of Russian Federation within Act 211 [02.A03.21.0011]
- Russian Foundation for Basic Research [19-03-00472]
- [SFB 985]
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Active colloidal catalysts inspired by glutathione peroxidase (GPx) were synthesized by integration of catalytically active selenium (Se) moieties into aqueous microgels. A diselenide crosslinker (Se X-linker) was successfully synthesized and incorporated into microgels through precipitation polymerization, along with the conventional crosslinker N,N'-methylenebis(acrylamide) (BIS). Diselenide bonds within the microgels were cleaved through oxidation by H2O2 and converted to seleninic acid whilst maintaining the intact microgel microstructure. Through this approach catalytically active microgels with variable amounts of seleninic acid were synthesized. Remarkably, the microgels exhibited higher catalytic activity and selectivity at low reaction temperatures than the molecular Se catalyst in a model oxidation reaction of acrolein to acrylic acid and methyl acrylate.
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