Palladium- and nickel-catalyzed synthesis of sodium acrylate from ethylene, CO2, and phenolate bases: optimization of the catalytic system for a potential process

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 nick...

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Bibliographic Details
Main Authors: Manzini, Simone (Author) , Huguet, Núria (Author) , Trapp, Oliver (Author) , Schaub, Thomas (Author)
Format: Article (Journal)
Language:English
Published: October 8, 2015
In: European journal of organic chemistry
Year: 2015, Issue: 32, Pages: 7122-7130
ISSN:1099-0690
DOI:10.1002/ejoc.201501113
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/ejoc.201501113
Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201501113
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Author Notes:Simone Manzini, Núria Huguet, Oliver Trapp, and Thomas Schaub
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Summary: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.
Item Description:Gesehen am 05.06.2020
Physical Description:Online Resource
ISSN:1099-0690
DOI:10.1002/ejoc.201501113