Journal
ACS CATALYSIS
Volume 5, Issue 4, Pages 2416-2422Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.5b00194
Keywords
carbon dioxide; hydrogenation; methanol; oxazolidinone; ethanolamine; ruthenium; pincer
Categories
Funding
- European Research Council (ERC) [246837]
- Israel Science Foundation
- Kimmel Center for Molecular Design
- Weizmann Institute of Science
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This paper describes a novel approach to CO2 hydrogenation, in which CO2, capture with aminoethanols at low pressure is coupled with hydrogenation of the captured product, oxazolidinone, directly to MeOH. In particular, (2-methylamino)ethanol or valinol captures CO, at 1-3 bar in the presence of catalytic Cs2CO3 to give the corresponding oxazolidinones in up to 65-70 and 90-95% yields, respectively. Efficient hydrogenation of oxazolidinones was achieved using PNN pincer Ru catalysts to give the corresponding aminoethanol (up to 95-100% yield) and MeOH (up to 78-92% yield). We also have shown that both CO2 capture and oxazolidinone hydrogenation can be performed in the same reaction mixture using a simple protocol that avoids intermediate isolation or purification steps. For example, CO2, can be captured by valinol at 1 bar with Cs2CO3 catalyst followed by 4-isopropyl-2-oxazolidinone hydrogenation in the presence of a bipy-based pincer Ru catalyst to produce MeOH in 50% yield after two steps.
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