Abstract
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 CO2 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.
| Original language | English |
|---|---|
| Pages (from-to) | 2416-2422 |
| Number of pages | 7 |
| Journal | ACS Catalysis |
| Volume | 5 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - Apr 3 2015 |
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Keywords
- carbon dioxide
- ethanolamine
- hydrogenation
- methanol
- oxazolidinone
- pincer
- ruthenium
ASJC Scopus subject areas
- Catalysis
Cite this
Combining Low-Pressure CO2 Capture and Hydrogenation to Form Methanol. / Khusnutdinova, Julia R.; Garg, Jai Anand; Milstein, David.
In: ACS Catalysis, Vol. 5, No. 4, 03.04.2015, p. 2416-2422.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Combining Low-Pressure CO2 Capture and Hydrogenation to Form Methanol
AU - Khusnutdinova, Julia R.
AU - Garg, Jai Anand
AU - Milstein, David
PY - 2015/4/3
Y1 - 2015/4/3
N2 - 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 CO2 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.
AB - 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 CO2 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.
KW - carbon dioxide
KW - ethanolamine
KW - hydrogenation
KW - methanol
KW - oxazolidinone
KW - pincer
KW - ruthenium
UR - http://www.scopus.com/inward/record.url?scp=84926433445&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84926433445&partnerID=8YFLogxK
U2 - 10.1021/acscatal.5b00194
DO - 10.1021/acscatal.5b00194
M3 - Article
AN - SCOPUS:84926433445
VL - 5
SP - 2416
EP - 2422
JO - ACS Catalysis
JF - ACS Catalysis
SN - 2155-5435
IS - 4
ER -