Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 1, Pages 258-262Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201409408
Keywords
biomass; depolymerization; lignin; oxidation; renewable chemicals
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Funding
- EPSRC [EP/J018139/1, EP/K00445X/1]
- International Training Network SuBiCat
- EPSRC [EP/J018139/1, EP/K00445X/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/K00445X/1, 1089195, EP/J018139/1] Funding Source: researchfish
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Functionalized phenolic monomers have been generated and isolated from an organosolv lignin through a two-step depolymerization process. Chemoselective catalytic oxidation of -O-4 linkages promoted by the DDQ/tBuONO/O-2 system was achieved in model compounds, including polymeric models and in real lignin. The oxidized -O-4 linkages were then cleaved on reaction with zinc. Compared to many existing methods, this protocol, which can be achieved in one pot, is highly selective, giving rise to a simple mixture of products that can be readily purified to give pure compounds. The functionality present in these products makes them potentially valuable building blocks.
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