» Articles » PMID: 27377550

Selective Catalytic Two-step Process for Ethylene Glycol from Carbon Monoxide

Overview
Journal Nat Commun
Specialty Biology
Date 2016 Jul 6
PMID 27377550
Citations 6
Authors
Affiliations
Soon will be listed here.
Abstract

Upgrading C1 chemicals (for example, CO, CO/H2, MeOH and CO2) with C-C bond formation is essential for the synthesis of bulk chemicals. In general, these industrially important processes (for example, Fischer Tropsch) proceed at drastic reaction conditions (>250 °C; high pressure) and suffer from low selectivity, which makes high capital investment necessary and requires additional purifications. Here, a different strategy for the preparation of ethylene glycol (EG) via initial oxidative coupling and subsequent reduction is presented. Separating coupling and reduction steps allows for a completely selective formation of EG (99%) from CO. This two-step catalytic procedure makes use of a Pd-catalysed oxycarbonylation of amines to oxamides at room temperature (RT) and subsequent Ru- or Fe-catalysed hydrogenation to EG. Notably, in the first step the required amines can be efficiently reused. The presented stepwise oxamide-mediated coupling provides the basis for a new strategy for selective upgrading of C1 chemicals.

Citing Articles

Electrosynthesis of ethylene glycol from C feedstocks in a flow electrolyzer.

Xia R, Wang R, Hasa B, Lee A, Liu Y, Ma X Nat Commun. 2023; 14(1):4570.

PMID: 37516779 PMC: 10387065. DOI: 10.1038/s41467-023-40296-9.


Homogeneous Catalysis for Sustainable Energy: Hydrogen and Methanol Economies, Fuels from Biomass, and Related Topics.

Kumar A, Daw P, Milstein D Chem Rev. 2021; 122(1):385-441.

PMID: 34727501 PMC: 8759071. DOI: 10.1021/acs.chemrev.1c00412.


Towards Sustainable Oxalic Acid from CO and Biomass.

Schuler E, Demetriou M, Shiju N, Gruter G ChemSusChem. 2021; 14(18):3636-3664.

PMID: 34324259 PMC: 8519076. DOI: 10.1002/cssc.202101272.


Spatial-confinement induced electroreduction of CO and CO to diols on densely-arrayed Cu nanopyramids.

Chen L, Tang C, Davey K, Zheng Y, Jiao Y, Qiao S Chem Sci. 2021; 12(23):8079-8087.

PMID: 34194697 PMC: 8208127. DOI: 10.1039/d1sc01694f.


Synthesis of oxalamides by acceptorless dehydrogenative coupling of ethylene glycol and amines and the reverse hydrogenation catalyzed by ruthenium.

Zou Y, Zhou Q, Diskin-Posner Y, Ben-David Y, Milstein D Chem Sci. 2021; 11(27):7188-7193.

PMID: 34123004 PMC: 8159388. DOI: 10.1039/d0sc02065f.


References
1.
Han Z, Rong L, Wu J, Zhang L, Wang Z, Ding K . Catalytic hydrogenation of cyclic carbonates: a practical approach from CO2 and epoxides to methanol and diols. Angew Chem Int Ed Engl. 2012; 51(52):13041-5. DOI: 10.1002/anie.201207781. View

2.
Hickman D, Schmidt L . Production of syngas by direct catalytic oxidation of methane. Science. 1993; 259(5093):343-6. DOI: 10.1126/science.259.5093.343. View

3.
Schranck J, Wu X, Tlili A, Neumann H, Beller M . A novel double carbonylation reaction of aryl halides: selective synthesis of 5-arylfuranones. Chemistry. 2013; 19(39):12959-64. DOI: 10.1002/chem.201302092. View

4.
Korstanje T, van der Vlugt J, Elsevier C, de Bruin B . Hydrogenation of carboxylic acids with a homogeneous cobalt catalyst. Science. 2015; 350(6258):298-302. DOI: 10.1126/science.aaa8938. View

5.
Bornschein C, Werkmeister S, Wendt B, Jiao H, Alberico E, Baumann W . Mild and selective hydrogenation of aromatic and aliphatic (di)nitriles with a well-defined iron pincer complex. Nat Commun. 2014; 5:4111. DOI: 10.1038/ncomms5111. View