Abstract
We report the hydrogenation of carbamates and urea derivatives, two of the most challenging carbonyl compounds to be hydrogenated, catalyzed for the first time by a complex of an earth-abundant metal. The hydrogenation reaction of these CO2-derived compounds, catalyzed by a manganese pincer complex, yields methanol in addition to amine and alcohol, which makes this methodology a sustainable alternative route for the conversion of CO2 to methanol, involving a base-metal catalyst. Moreover, the hydrogenation proceeds under mild pressure (20 bar). Our observations support a hydrogenation mechanism involving the Mn-H complex. A plausible catalytic cycle is proposed based on informative mechanistic experiments.
| Original language | English |
|---|---|
| Pages (from-to) | 12962-12966 |
| Number of pages | 5 |
| Journal | Journal of the American Chemical Society |
| Volume | 141 |
| Issue number | 33 |
| DOIs | |
| Publication status | Published - Aug 21 2019 |
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ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
- Biochemistry
- Colloid and Surface Chemistry
Cite this
Manganese Catalyzed Hydrogenation of Carbamates and Urea Derivatives. / Das, Uttam Kumar; Kumar, Amit; Ben-David, Yehoshoa; Iron, Mark A.; Milstein, David.
In: Journal of the American Chemical Society, Vol. 141, No. 33, 21.08.2019, p. 12962-12966.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Manganese Catalyzed Hydrogenation of Carbamates and Urea Derivatives
AU - Das, Uttam Kumar
AU - Kumar, Amit
AU - Ben-David, Yehoshoa
AU - Iron, Mark A.
AU - Milstein, David
PY - 2019/8/21
Y1 - 2019/8/21
N2 - We report the hydrogenation of carbamates and urea derivatives, two of the most challenging carbonyl compounds to be hydrogenated, catalyzed for the first time by a complex of an earth-abundant metal. The hydrogenation reaction of these CO2-derived compounds, catalyzed by a manganese pincer complex, yields methanol in addition to amine and alcohol, which makes this methodology a sustainable alternative route for the conversion of CO2 to methanol, involving a base-metal catalyst. Moreover, the hydrogenation proceeds under mild pressure (20 bar). Our observations support a hydrogenation mechanism involving the Mn-H complex. A plausible catalytic cycle is proposed based on informative mechanistic experiments.
AB - We report the hydrogenation of carbamates and urea derivatives, two of the most challenging carbonyl compounds to be hydrogenated, catalyzed for the first time by a complex of an earth-abundant metal. The hydrogenation reaction of these CO2-derived compounds, catalyzed by a manganese pincer complex, yields methanol in addition to amine and alcohol, which makes this methodology a sustainable alternative route for the conversion of CO2 to methanol, involving a base-metal catalyst. Moreover, the hydrogenation proceeds under mild pressure (20 bar). Our observations support a hydrogenation mechanism involving the Mn-H complex. A plausible catalytic cycle is proposed based on informative mechanistic experiments.
UR - http://www.scopus.com/inward/record.url?scp=85070967852&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85070967852&partnerID=8YFLogxK
U2 - 10.1021/jacs.9b05591
DO - 10.1021/jacs.9b05591
M3 - Article
C2 - 31365248
AN - SCOPUS:85070967852
VL - 141
SP - 12962
EP - 12966
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 33
ER -