Skip to main content
OSTI.GOVU.S. Department of Energy Office of Scientific and Technical Information
U.S. Department of Energy
Office of Scientific and Technical Information
 

Partial oxidation of light alkanes by periodate and chloride salts

Journal Article · · Dalton Transactions
DOI:https://doi.org/10.1039/C5DT00558B· OSTI ID:1607781
 [1];  [2];  [2];  [3];  [3];  [2]
  1. Univ. of Virginia, Charlottesville, VA (United States); University of Virginia
  2. Univ. of Virginia, Charlottesville, VA (United States)
  3. Princeton Univ., NJ (United States)
+ Show Author Affiliations
We present that the efficient and selective partial oxidation of light alkanes using potassium periodate and potassium chloride is reported. Yields of methane functionalization in trifluoroacetic acid reach >40% with high selectivity for methyl trifluoroacetate. Periodate and chloride also functionalize ethane and propane in good yields (>20%).
Research Organization:
Energy Frontier Research Centers (EFRC) (United States). Center for Catalytic Hydrocarbon Functionalization (CCHF); Univ. of Virginia, Charlottesville, VA (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
Grant/Contract Number:
SC0001298
OSTI ID:
1607781
Alternate ID(s):
OSTI ID: 1210867
Journal Information:
Dalton Transactions, Journal Name: Dalton Transactions Journal Issue: 12 Vol. 44; ISSN 1477-9226; ISSN ICHBD9
Publisher:
Royal Society of ChemistryCopyright Statement
Country of Publication:
United States
Language:
English

References (46)

Homogeneous Oxidation of Alkanes by Electrophilic Late Transition Metals journal September 1998
Beyond Oil and Gas: The Methanol Economy book January 2009
Selective Oxidation of Alkanes and Ethers with Iodine Tris(trifluoroacetate) journal July 1976
Selective Oxidation of Methane to Methanol Catalyzed, with CH Activation, by Homogeneous, Cationic Gold journal September 2004
Hypervalent Iodine Chemistry in Synthesis: Scope and New Directions journal June 2005
Hypervalent Iodine Goes Catalytic journal July 2006
Chemistry with Methane: Concepts Rather than Recipes journal June 2011
Manganese-Catalyzed Oxidative Benzylic C-H Fluorination by Fluoride Ions journal April 2013
Site-Selective Oxidation of Unactivated C sp 3H Bonds with Hypervalent Iodine(III) Reagents journal July 2013
Propane Activation by Palladium Complexes with Chelating Bis(NHC) Ligands and Aerobic Cooxidation journal January 2014
Selective CH Functionalization of Methane, Ethane, and Propane by a Perfluoroarene Iodine(III) Complex journal August 2014
Selective Catalytic Oxidation of CH Bonds with Molecular Oxygen journal October 2012
New Site-Selective Organoradical Based on Hypervalent Iodine Reagent for Controlled Alkane sp 3 CH Oxidations journal September 2013
Catalytic Oxy-Functionalization of Methane and Other Hydrocarbons: Fundamental Advancements and New Strategies journal December 2010
Cobalt-Catalyzed Oxidation of Methane to Methyl Trifluoroacetate by Dioxygen journal July 2013
Homogeneous Organometallic Chemistry of Methane book January 2012
Iodine as catalyst for the direct oxidation of methane to methyl sulfates in oleum journal April 2004
Manganese oxide catalyzed methane partial oxidation in trifluoroacetic acid: Catalysis and kinetic analysis journal February 2009
Kinetic study on catalytic methane esterification in oleum catalyzed by iodine journal November 2009
Selective alkane oxidation: hot and cold approaches to a hot problem journal September 2004
Perspectives on some challenges and approaches for developing the next generation of selective, low temperature, oxidation catalysts for alkane hydroxylation based on the CH activation reaction journal September 2004
Resolving Heterogeneity Problems and Impurity Artifacts in Operationally Homogeneous Transition Metal Catalysts journal October 2011
Chemistry of Polyvalent Iodine journal December 2008
C−H Bond Activations by Metal Oxo Compounds journal February 2010
Activation of C−H Bonds by Metal Complexes journal December 1997
Iodine Catalyzed Propane Oxidative Dehydrogenation Using Dibromomethane as an Oxidant journal April 2012
Silver(I)-Catalyzed Insertion of Carbene into Alkane C–H Bonds and the Origin of the Special Challenge of Methane Activation Using DFT as a Mechanistic Probe journal August 2012
The Selective High-Yield Conversion of Methane Using Iodine-Catalyzed Methane Bromination journal February 2013
Low-temperature, palladium(II)-catalyzed, solution-phase oxidation of methane to methanol derivative journal January 1991
Umpolung of a Metal−Carbon Bond:  A Potential Route to Porphyrin-Based Methane Functionalization Catalysts journal September 2000
Direct Observation of a Picosecond Alkane C−H Bond Activation Reaction at Iridium journal December 2000
Kinetics and Mechanism of Methane, Methanol, and Dimethyl Ether C−H Activation with Electrophilic Platinum Complexes journal February 2006
Manganese Porphyrins Catalyze Selective C−H Bond Halogenations journal September 2010
Precursor Transformation during Molecular Oxidation Catalysis with Organometallic Iridium Complexes journal July 2013
Catalyst-Controlled Aliphatic C–H Oxidations with a Predictive Model for Site-Selectivity journal September 2013
Spectroscopic and Theoretical Investigation of a Complex with an [O═Fe IV –O–Fe IV ═O] Core Related to Methane Monooxygenase Intermediate Q journal January 2014
Selective Monooxidation of Light Alkanes Using Chloride and Iodate journal May 2014
Alkane Bromination Revisited:  “Reproportionation” in Gas-Phase Methane Bromination Leads to Higher Selectivity for CH 3 Br at Moderate Temperatures journal July 2006
Understanding and exploiting C–H bond activation journal May 2002
High yield conversion of methane to methyl bisulfate catalyzed by iodine cations journal September 2002
Methane as raw material in synthetic chemistry: the final frontier journal January 2013
Homogeneous catalysis in the oxidative functionalization of alkanes in protic media journal April 2011
Silver-Catalyzed C-C Bond Formation Between Methane and Ethyl Diazoacetate in Supercritical CO2 journal May 2011
Oxidative Aliphatic C-H Fluorination with Fluoride Ion Catalyzed by a Manganese Porphyrin journal September 2012
Main-Group Compounds Selectively Oxidize Mixtures of Methane, Ethane, and Propane to Alcohol Esters journal March 2014
Platinum Catalysts for the High-Yield Oxidation of Methane to a Methanol Derivative journal April 1998

Cited By (3)

Selective Photo‐Oxygenation of Light Alkanes Using Iodine Oxides and Chloride journal September 2019
Methane conversion into different hydrocarbons or oxygenates: current status and future perspectives in catalyst development and reactor operation journal January 2017
Selective benzylic C–H monooxygenation mediated by iodine oxides journal January 2019

Similar Records

Selective Monooxidation of Light Alkanes Using Chloride and Iodate
Journal Article · Tue May 27 20:00:00 EDT 2014 · Journal of the American Chemical Society · OSTI ID:1607836
Selective Photo‐Oxygenation of Light Alkanes Using Iodine Oxides and Chloride
Journal Article · Tue Sep 24 20:00:00 EDT 2019 · ChemCatChem · OSTI ID:1571528
Manganese Catalyzed Partial Oxidation of Light Alkanes
Journal Article · Mon Apr 18 20:00:00 EDT 2022 · ACS Catalysis · OSTI ID:1883785

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY