Combining Low-Pressure CO2 Capture and Hydrogenation to Form Methanol

Julia R. Khusnutdinova, Jai Anand Garg, David Milstein

Research output: Contribution to journalArticle

56 Citations (Scopus)

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 languageEnglish
Pages (from-to)2416-2422
Number of pages7
JournalACS Catalysis
Volume5
Issue number4
DOIs
Publication statusPublished - Apr 3 2015

Fingerprint

Oxazolidinones
Hydrogenation
Methanol
Ethanolamines
Catalysts
Purification
Ethanol

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 journalArticle

Khusnutdinova, Julia R. ; Garg, Jai Anand ; Milstein, David. / Combining Low-Pressure CO2 Capture and Hydrogenation to Form Methanol. In: ACS Catalysis. 2015 ; Vol. 5, No. 4. pp. 2416-2422.
@article{5357553b356845ca8766c72b30ed2dbb,
title = "Combining Low-Pressure CO2 Capture and Hydrogenation to Form Methanol",
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.",
keywords = "carbon dioxide, ethanolamine, hydrogenation, methanol, oxazolidinone, pincer, ruthenium",
author = "Khusnutdinova, {Julia R.} and Garg, {Jai Anand} and David Milstein",
year = "2015",
month = "4",
day = "3",
doi = "10.1021/acscatal.5b00194",
language = "English",
volume = "5",
pages = "2416--2422",
journal = "ACS Catalysis",
issn = "2155-5435",
publisher = "American Chemical Society",
number = "4",

}

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

VL - 5

SP - 2416

EP - 2422

JO - ACS Catalysis

JF - ACS Catalysis

SN - 2155-5435

IS - 4

ER -