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Title: Carboxylic acid derivatives via catalytic carboxylation of unsaturated hydrocarbons: whether the nature of a reductant may determine the mechanism of CO 2 incorporation?

Journal Article · · Dalton Transactions
DOI:https://doi.org/10.1039/c5dt02350e· OSTI ID:1390896
 [1];  [1];  [2]
  1. Organometallics; Materials and Catalysis Dept.; Institut des Sciences Chimiques de Rennes; UMR 6226 CNRS – Université de Rennes 1; F-35042 Rennes Cedex, France
  2. Chemical Sciences and Engineering Division; Argonne National Laboratory; Argonne, USA

Advances and recent breakthroughs in catalytic synthesis of carboxylic acids and their derivatives starting from unsaturated hydrocarbons are discussed.

Research Organization:
Argonne National Laboratory (ANL), Argonne, IL (United States)
Sponsoring Organization:
Argonne National Laboratory - Chemical Sciences and Engineering Division; Universite de Rennes 1
DOE Contract Number:
AC02-06CH11357
OSTI ID:
1390896
Journal Information:
Dalton Transactions, Vol. 44, Issue 37; ISSN 1477-9226
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English

References (72)

Reactivities of carbonyl sulfide (COS), carbon disulfide (CS2) and carbon dioxide(CO2)with transition metal complexes journal March 1995
Formation of Acrylates from Ethylene and CO 2 on Ni Complexes: A Mechanistic Viewpoint from a Hybrid DFT Approach journal October 2014
CC-Verknüpfund von alkenen mit CO2 an nickel(O); herstellung von zimtsäure aus styrol journal June 1986
Formation of Methyl Acrylate from CO2 and Ethylene via Methylation of Nickelalactones journal April 2010
Catalytic Boracarboxylation of Alkynes with Diborane and Carbon Dioxide by an N-Heterocyclic Carbene Copper Catalyst journal August 2012
Homogeneous Catalysis in Supercritical Fluids journal February 1999
Catalysis for the Valorization of Exhaust Carbon: from CO 2 to Chemicals, Materials, and Fuels. Technological Use of CO 2 journal November 2013
Nickel-Catalyzed Reductive Hydroesterification of Styrenes Using CO 2 and MeOH journal November 2012
Functionalization of Carbon Dioxide and Carbon Disulfide Using a Stable Uranium(III) Alkyl Complex journal April 2011
Electrochemical synthesis of carboxylic acids from alkenes using various nickel-organic mediators: CO2 as C1-synthon journal January 2001
Transformation of Carbon Dioxide journal June 2007
Carbon dioxide activation and catalytic lactone synthesis by telomerization of butadiene and carbon dioxide journal May 1988
Life cycle assessment of CO 2 capture and utilization: a tutorial review journal January 2014
Re-energizing CO2 to fuels with the sun: Issues of efficiency, scale, and economics journal June 2013
Catalytic Hydrogenation of Carboxylic Acid Esters, Amides, and Nitriles with Homogeneous Catalysts journal January 2014
Opportunities and challenges in carbon dioxide capture journal June 2013
Selective Reduction of Carbonyl Compounds by Polymethylhydrosiloxane in the Presence of Metal Hydride Catalysts journal March 1999
Alcohols as CO/H2 sources in ruthenium-catalyzed hydroesterification journal April 1986
Transformation of Carbon Dioxide with Homogeneous Transition-Metal Catalysts: A Molecular Solution to a Global Challenge? journal August 2011
Coordinatively Saturated Tris(oxazolinyl)borato Zinc Hydride-Catalyzed Cross Dehydrocoupling of Silanes and Alcohols journal May 2011
Homogeneous Hydrogenation of Carbon Dioxide journal March 1995
Acrylate Formation from CO2 and Ethylene Mediated by Nickel Complexes: A Theoretical Study journal April 2014
Copolymerization of carbon dioxide and epoxide journal January 2004
Industrial Organic Chemicals book June 2004
Formation of acrylic acid derivatives from the reaction of carbon dioxide with ethylene complexes of molybdenum and tungsten journal September 1985
Copper-Catalyzed Regiodivergent Silacarboxylation of Allenes with Carbon Dioxide and a Silylborane journal December 2014
Ruthenium complex-catalyzed hydroformylation of alkenes with carbon dioxide journal November 2000
Acrylate Formation via Metal-Assisted C−C Coupling between CO2 and C2H4:  Reaction Mechanism as Revealed from Density Functional Calculations journal November 2003
Making Plastics from Carbon Dioxide:  Salen Metal Complexes as Catalysts for the Production of Polycarbonates from Epoxides and CO 2 journal June 2007
Thermodynamic Constraints for the Utilization of CO2 journal February 2014
Stereoselective Epoxide Polymerization and Copolymerization journal July 2014
Efficient Nickel-Catalyzed [2 + 2 + 2] Cycloaddition of CO 2 and Diynes journal December 2002
Discrete Metal-Based Catalysts for the Copolymerization of CO2 and Epoxides: Discovery, Reactivity, Optimization, and Mechanism journal December 2004
Nickel(0)-induzierte c—c-verknüpfung zwischen alkenen und kohlendioxid journal September 1982
Synthesis, Structure, and Reactivity of a Mononuclear Organozinc Hydride Complex: Facile Insertion of CO 2 into a Zn–H Bond and CO 2 -Promoted Displacement of Siloxide Ligands journal June 2011
Frustrated Lewis Pair Chemistry: Development and Perspectives journal May 2015
An environmentally friendly hydroformylation using carbon dioxide as a reactant catalyzed by immobilized Ru-complex in ionic liquids journal June 2006
Nickel(0)-induzierte CC-verknüpfung zwischen kohlendioxid und ethylen sowie mono- oder di-substituierten alkenen journal August 1983
Evidence for Spontaneous Release of Acrylates from a Transition-Metal Complex Upon Coupling Ethene or Propene with a Carboxylic Moiety or CO2 journal November 2007
A Mechanistic Study of Ni‐catalyzed Carbon Dioxide Coupling with Ethylene towards the Manufacture of Acrylic Acid journal February 2014
A 1‐Oxa‐2‐nickela‐5‐cyclopentanone from Ethene and Carbon Dioxide: Preparation, Structure, and Reactivity journal August 1987
Remarkably Robust Monomeric Alkylperoxyzinc Compounds from Tris(oxazolinyl)boratozinc Alkyls and O 2 journal July 2012
Production of Acrylic Acid through Nickel-Mediated Coupling of Ethylene and Carbon Dioxide—A DFT Study journal November 2007
Transition-Metal-Free Catalytic Reduction of Carbon Dioxide journal February 2014
The coordination chemistry of carbon dioxide and its relevance for catalysis: a critical survey journal August 1996
Utilisation of CO2 as a chemical feedstock: opportunities and challenges journal January 2007
The First Catalytic Synthesis of an Acrylate from CO 2 and an Alkene-A Rational Approach journal September 2012
Review and evaluation of hydrogen production methods for better sustainability journal September 2015
Transition-metal-catalyzed C–C bond formation through the fixation of carbon dioxide journal January 2011
Iron-Catalyzed, Highly Regioselective Synthesis of α-Aryl Carboxylic Acids from Styrene Derivatives and CO2 journal July 2012
The regiospecific palladium catalysed hydrocarboxylation of alkenes under mild conditions journal January 1983
Mechanistic Details of Nickel(0)-Assisted Oxidative Coupling of CO2 with C2H4 journal September 2004
Using carbon dioxide as a building block in organic synthesis journal January 2015
Copolymerization of carbon dioxide and butadiene via a lactone intermediate journal March 2014
Reduction of CO2 and SO2 with low valent nickel compounds under mild conditions journal January 2011
Recent advances in catalytic hydrogenation of carbon dioxide journal January 2011
Main group catalysed reduction of unsaturated bonds journal January 2015
Catalytic C–H Carboxylation of Terminal Alkynes with Carbon Dioxide journal August 2012
Direct catalytic formation of acetic acid from CO2 and methane journal December 2003
A concise review of computational studies of the carbon dioxide–epoxide copolymerization reactions journal January 2014
Spatial Structuring of a Supramolecular Hydrogel by using a Visible-Light Triggered Catalyst journal November 2014
A key step in the formation of acrylic acid from CO2and ethylene: the transformation of a nickelalactone into a nickel-acrylate complex journal January 2006
Catalytic Formation of Acrylate from Carbon Dioxide and Ethene journal August 2014
Acrylate formation from CO 2 and ethylene: catalysis with palladium and mechanistic insight journal January 2015
Recent advances in the homogeneous hydrogenation of carbon dioxide journal December 2004
Recent developments in carbon dioxide utilization under mild conditions journal January 2010
Catalysts for CO 2 /epoxide copolymerisation journal January 2011
Recent developments in the activation of carbon dioxide by metal complexes journal January 1999
Use of carbon dioxide as feedstock for chemicals and fuels: homogeneous and heterogeneous catalysis: Use of carbon dioxide as feedstock for chemicals and fuels journal November 2013
Copper-Catalyzed Silacarboxylation of Internal Alkynes by Employing Carbon Dioxide and Silylboranes journal October 2012
Frontiers, Opportunities, and Challenges in Biochemical and Chemical Catalysis of CO 2 Fixation journal June 2013
Carbon Dioxide as a C 1 Building Block for the Formation of Carboxylic Acids by Formal Catalytic Hydrocarboxylation journal September 2013

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