Production of acrylic acid through nickel-mediated coupling of ethylene and carbon dioxide - A DFT study

The production of acrylic acid (CH2=CHCO2H) via homogeneous nickel-mediated coupling of ethylene (CH2=CH2) and carbon dioxide (CO2) is industrially unattractive at present due to its stoichiometric, rather than catalytic, reaction profile. We utilize density functional theory (DFT) to describe the p...

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Main Authors: Graham, D., Mitchell, C., Bruce, M., Metha, G., Bowie, J., Buntine, Mark
Format: Journal Article
Published: ACS Publications 2007
Subjects:
Online Access:http://hdl.handle.net/20.500.11937/47030
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author Graham, D.
Mitchell, C.
Bruce, M.
Metha, G.
Bowie, J.
Buntine, Mark
author_facet Graham, D.
Mitchell, C.
Bruce, M.
Metha, G.
Bowie, J.
Buntine, Mark
author_sort Graham, D.
building Curtin Institutional Repository
collection Online Access
description The production of acrylic acid (CH2=CHCO2H) via homogeneous nickel-mediated coupling of ethylene (CH2=CH2) and carbon dioxide (CO2) is industrially unattractive at present due to its stoichiometric, rather than catalytic, reaction profile. We utilize density functional theory (DFT) to describe the potential energy surface for both the nickel-mediated coupling reaction and an intramolecular deactivation reaction reported to hinder the desired catalytic activity. The calculated route for the catalytic production of acrylic acid can be divided into three main parts, none of which contain significantly large barriers that would be expected to prohibit the overall catalytic process. Investigation of the catalyst deactivation reaction reveals that the proposed product lies +102.6 kJ mol(-1) above the reactants, thereby ruling out this type of pathway as the cause of the noncatalytic activity. Instead, it is far more conceivable that the overall reaction thermodynamics are responsible for the lack of catalytic activity observed, with the solvation -corrected Gibbs free energy of the coupling reaction in question (i.e., CH2=CH2) + CO2- --> CH2=CHCO2H) calculated to be an unfavorable +42.7 kJ mol(-1).
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publishDate 2007
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spelling curtin-20.500.11937-470302017-09-13T14:28:07Z Production of acrylic acid through nickel-mediated coupling of ethylene and carbon dioxide - A DFT study Graham, D. Mitchell, C. Bruce, M. Metha, G. Bowie, J. Buntine, Mark MOLECULAR ALCULATIONS AUGMENTED BASIS-SETS COORDINATION CHEMISTRY OXANICKELACYCLOPENTENE COMPLEX POLARIZABLE CONTINUUM MODEL TRANSITION-METAL COMPLEXES REDUCTIVE ELIMINATION HOMOGENEOUS HYDROGENATION AB-INITIO CORRELATION-ENERGY The production of acrylic acid (CH2=CHCO2H) via homogeneous nickel-mediated coupling of ethylene (CH2=CH2) and carbon dioxide (CO2) is industrially unattractive at present due to its stoichiometric, rather than catalytic, reaction profile. We utilize density functional theory (DFT) to describe the potential energy surface for both the nickel-mediated coupling reaction and an intramolecular deactivation reaction reported to hinder the desired catalytic activity. The calculated route for the catalytic production of acrylic acid can be divided into three main parts, none of which contain significantly large barriers that would be expected to prohibit the overall catalytic process. Investigation of the catalyst deactivation reaction reveals that the proposed product lies +102.6 kJ mol(-1) above the reactants, thereby ruling out this type of pathway as the cause of the noncatalytic activity. Instead, it is far more conceivable that the overall reaction thermodynamics are responsible for the lack of catalytic activity observed, with the solvation -corrected Gibbs free energy of the coupling reaction in question (i.e., CH2=CH2) + CO2- --> CH2=CHCO2H) calculated to be an unfavorable +42.7 kJ mol(-1). 2007 Journal Article http://hdl.handle.net/20.500.11937/47030 10.1021/om700592w ACS Publications restricted
spellingShingle MOLECULAR ALCULATIONS
AUGMENTED BASIS-SETS
COORDINATION CHEMISTRY
OXANICKELACYCLOPENTENE COMPLEX
POLARIZABLE CONTINUUM MODEL
TRANSITION-METAL COMPLEXES
REDUCTIVE ELIMINATION
HOMOGENEOUS HYDROGENATION
AB-INITIO
CORRELATION-ENERGY
Graham, D.
Mitchell, C.
Bruce, M.
Metha, G.
Bowie, J.
Buntine, Mark
Production of acrylic acid through nickel-mediated coupling of ethylene and carbon dioxide - A DFT study
title Production of acrylic acid through nickel-mediated coupling of ethylene and carbon dioxide - A DFT study
title_full Production of acrylic acid through nickel-mediated coupling of ethylene and carbon dioxide - A DFT study
title_fullStr Production of acrylic acid through nickel-mediated coupling of ethylene and carbon dioxide - A DFT study
title_full_unstemmed Production of acrylic acid through nickel-mediated coupling of ethylene and carbon dioxide - A DFT study
title_short Production of acrylic acid through nickel-mediated coupling of ethylene and carbon dioxide - A DFT study
title_sort production of acrylic acid through nickel-mediated coupling of ethylene and carbon dioxide - a dft study
topic MOLECULAR ALCULATIONS
AUGMENTED BASIS-SETS
COORDINATION CHEMISTRY
OXANICKELACYCLOPENTENE COMPLEX
POLARIZABLE CONTINUUM MODEL
TRANSITION-METAL COMPLEXES
REDUCTIVE ELIMINATION
HOMOGENEOUS HYDROGENATION
AB-INITIO
CORRELATION-ENERGY
url http://hdl.handle.net/20.500.11937/47030