Journal article
Noble metal-free upgrading of multi-unsaturated biomass derivatives at room temperature: Silyl species enable reactivity
Guizhou University1
Chinese Academy of Sciences2
Tohoku University3
Department of Chemistry, Technical University of Denmark4
Organic Chemistry, Department of Chemistry, Technical University of Denmark5
Centre of Innovative and Applied Bioprocessing6
Centre for Catalysis and Sustainable Chemistry, Department of Chemistry, Technical University of Denmark7
Biomass deriatives are a class of oxygen-rich organic compounds, which can be selectively upgraded to various value-added molecules by partial or complete hydrogeneration over metal catalysts. Here, we show that Cs2CO2, a low-cost commercial chemical, enables the selective reduction of dicarbonyl compounds including bio-derived carboxides to monohydric esteres/amides, hydroxylamines or diols with high yields (82-99%) at room temperature using eco-friendly and equivalent hydrosilane as hydride donor.
The in-situ formation of silyl ether enables the developed catalytic system to tolerate other unsaturated groups and permits a wide substrate scope with high selectives. Spectroscopic and computational studies eludicate reaction pathways with an emphasis on the role of endogenous siloxane.
Language: | English |
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Publisher: | The Royal Society of Chemistry |
Year: | 2018 |
Pages: | 5327-5335 |
ISSN: | 14639270 and 14639262 |
Types: | Journal article |
DOI: | 10.1039/C8GC02934B |
ORCIDs: | Meier, Sebastian and Riisager, Anders |