European Journal of Organic Chemistry, volume 2015, issue 32, pages 7122-7130

Palladium- and Nickel-Catalyzed Synthesis of Sodium Acrylate from Ethylene, CO2, and Phenolate Bases: Optimization of the Catalytic System for a Potential Process

Simone Manzini 1
Núria Huguet 2
Oliver Trapp 3
Thomas Schaub 2
1
 
Catalysis Research Laboratory (CaRLa), Im Neuenheimer Feld 584, 69120 Heidelberg, Germany, www.carla-hd.de
2
 
Synthesis and Homogeneous Catalysis, BASF SE, Carl-Bosch-Str. 38, 67056 Ludwigshafen, Germany
Publication typeJournal Article
Publication date2015-10-08
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor2.8
ISSN1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
The synthesis of sodium acrylate through catalytic carboxylation of ethylene with CO2 in the presence of a base is a reaction of high interest. To develop a more efficient and sustainable method to access this valuable acrylate monomer, we optimized the system in a one-step homogeneous nickel- or palladium-catalyzed reaction, without the need for stoichiometric amounts of an additional reducing agent. Suitable nontoxic solvents such as anisole instead of the previously reported tetrahydrofuran or chlorobenzene were found to lead to acrylate formation. In combination with appropriate phenolate bases, this could allow a rational process concept for a simple catalyst recycling, product separation, and base regeneration.

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GOST |
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GOST Copy
Manzini S. et al. Palladium- and Nickel-Catalyzed Synthesis of Sodium Acrylate from Ethylene, CO2, and Phenolate Bases: Optimization of the Catalytic System for a Potential Process // European Journal of Organic Chemistry. 2015. Vol. 2015. No. 32. pp. 7122-7130.
GOST all authors (up to 50) Copy
Manzini S., Huguet N., Trapp O., Schaub T. Palladium- and Nickel-Catalyzed Synthesis of Sodium Acrylate from Ethylene, CO2, and Phenolate Bases: Optimization of the Catalytic System for a Potential Process // European Journal of Organic Chemistry. 2015. Vol. 2015. No. 32. pp. 7122-7130.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1002/ejoc.201501113
UR - https://doi.org/10.1002/ejoc.201501113
TI - Palladium- and Nickel-Catalyzed Synthesis of Sodium Acrylate from Ethylene, CO2, and Phenolate Bases: Optimization of the Catalytic System for a Potential Process
T2 - European Journal of Organic Chemistry
AU - Manzini, Simone
AU - Huguet, Núria
AU - Schaub, Thomas
AU - Trapp, Oliver
PY - 2015
DA - 2015/10/08
PB - Wiley
SP - 7122-7130
IS - 32
VL - 2015
SN - 1434-193X
SN - 1099-0690
ER -
BibTex |
Cite this
BibTex Copy
@article{2015_Manzini,
author = {Simone Manzini and Núria Huguet and Thomas Schaub and Oliver Trapp},
title = {Palladium- and Nickel-Catalyzed Synthesis of Sodium Acrylate from Ethylene, CO2, and Phenolate Bases: Optimization of the Catalytic System for a Potential Process},
journal = {European Journal of Organic Chemistry},
year = {2015},
volume = {2015},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/ejoc.201501113},
number = {32},
pages = {7122--7130},
doi = {10.1002/ejoc.201501113}
}
MLA
Cite this
MLA Copy
Manzini, Simone, et al. “Palladium- and Nickel-Catalyzed Synthesis of Sodium Acrylate from Ethylene, CO2, and Phenolate Bases: Optimization of the Catalytic System for a Potential Process.” European Journal of Organic Chemistry, vol. 2015, no. 32, Oct. 2015, pp. 7122-7130. https://doi.org/10.1002/ejoc.201501113.
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