Selective Photo‐Oxygenation of Light Alkanes Using Iodine Oxides and Chloride
- Authors:
-
- Department of Chemistry University of Virginia Charlottesville VA 22904 USA
- Department of Chemistry Princeton University Princeton NJ 08544 USA
- Department of Chemistry Princeton University Princeton NJ 08544 USA, Department of Chemistry North Central College Naperville IL 60540 USA
- Department of Chemistry University of Virginia Charlottesville VA 22904 USA, Chemistry Program School of Natural Sciences and Mathematics Stockton University Galloway NJ 08205 USA
- Publication Date:
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1571528
- Resource Type:
- Publisher's Accepted Manuscript
- Journal Name:
- ChemCatChem
- Additional Journal Information:
- Journal Name: ChemCatChem Journal Volume: 11 Journal Issue: 20; Journal ID: ISSN 1867-3880
- Publisher:
- Wiley Blackwell (John Wiley & Sons)
- Country of Publication:
- Germany
- Language:
- English
Citation Formats
Liebov, Nichole S., Goldberg, Jonathan M., Boaz, Nicholas C., Coutard, Nathan, Kalman, Steven E., Zhuang, Thompson, Groves, John T., and Gunnoe, T. Brent. Selective Photo‐Oxygenation of Light Alkanes Using Iodine Oxides and Chloride. Germany: N. p., 2019.
Web. doi:10.1002/cctc.201901175.
Liebov, Nichole S., Goldberg, Jonathan M., Boaz, Nicholas C., Coutard, Nathan, Kalman, Steven E., Zhuang, Thompson, Groves, John T., & Gunnoe, T. Brent. Selective Photo‐Oxygenation of Light Alkanes Using Iodine Oxides and Chloride. Germany. https://doi.org/10.1002/cctc.201901175
Liebov, Nichole S., Goldberg, Jonathan M., Boaz, Nicholas C., Coutard, Nathan, Kalman, Steven E., Zhuang, Thompson, Groves, John T., and Gunnoe, T. Brent. Wed .
"Selective Photo‐Oxygenation of Light Alkanes Using Iodine Oxides and Chloride". Germany. https://doi.org/10.1002/cctc.201901175.
@article{osti_1571528,
title = {Selective Photo‐Oxygenation of Light Alkanes Using Iodine Oxides and Chloride},
author = {Liebov, Nichole S. and Goldberg, Jonathan M. and Boaz, Nicholas C. and Coutard, Nathan and Kalman, Steven E. and Zhuang, Thompson and Groves, John T. and Gunnoe, T. Brent},
abstractNote = {},
doi = {10.1002/cctc.201901175},
journal = {ChemCatChem},
number = 20,
volume = 11,
place = {Germany},
year = {2019},
month = {9}
}
Free Publicly Available Full Text
Publisher's Version of Record
https://doi.org/10.1002/cctc.201901175
https://doi.org/10.1002/cctc.201901175
Other availability
Cited by: 1 work
Citation information provided by
Web of Science
Web of Science
Save to My Library
You must Sign In or Create an Account in order to save documents to your library.
Works referenced in this record:
Bond dissociation energies and radical heats of formation in CH3Cl, CH2Cl2, CH3Br, CH2Br2, CH2FCl, and CHFCl2
journal, January 1987
- Tschuikow-Roux, E.; Paddison, S.
- International Journal of Chemical Kinetics, Vol. 19, Issue 1
DFT Mechanistic Study of Methane Mono-Esterification by Hypervalent Iodine Alkane Oxidation Process
journal, May 2019
- Fu, Ross; Nielsen, Robert J.; Liebov, Nichole S.
- The Journal of Physical Chemistry C, Vol. 123, Issue 25
Titelbild: A Metallaanthracene and Derived Metallaanthraquinone (Angew. Chem. 1/2017)
journal, November 2016
- Frogley, Benjamin J.; Wright, L. James
- Angewandte Chemie, Vol. 129, Issue 1
The Chemical Route to a Carbon Dioxide Neutral World
journal, February 2017
- Martens, Johan A.; Bogaerts, Annemie; De Kimpe, Norbert
- ChemSusChem, Vol. 10, Issue 6
Designing Catalysts for Functionalization of Unactivated C–H Bonds Based on the CH Activation Reaction
journal, January 2012
- Hashiguchi, Brian G.; Bischof, Steven M.; Konnick, Michael M.
- Accounts of Chemical Research, Vol. 45, Issue 6
Homogeneous Functionalization of Methane
journal, March 2017
- Gunsalus, Niles Jensen; Koppaka, Anjaneyulu; Park, Sae Hume
- Chemical Reviews, Vol. 117, Issue 13
High-Yield, Radical-Initiated Oxidative Functionalization of Ethane by Perfluorocarboxylic Acid Anhydrides. Role of Metal Ions in Catalytic Alkane Oxidations in the Presence of Perfluorocarboxylic Acid Anhydrides
journal, March 1997
- Hogan, Terrence; Sen, Ayusman
- Journal of the American Chemical Society, Vol. 119, Issue 11
Neue Katalysatorsysteme für die katalytische Oxidation von Methan zu Methanol
journal, May 2002
- Muehlhofer, Michael; Strassner, Thomas; Herrmann, Wolfgang A.
- Angewandte Chemie, Vol. 114, Issue 10
Catalytic Oxy-Functionalization of Methane and Other Hydrocarbons: Fundamental Advancements and New Strategies
journal, December 2010
- Webb, Joanna R.; Bolaño, Tamara; Gunnoe, T. Brent
- ChemSusChem, Vol. 4, Issue 1
Iron and Copper Active Sites in Zeolites and Their Correlation to Metalloenzymes
journal, December 2017
- Snyder, Benjamin E. R.; Bols, Max L.; Schoonheydt, Robert A.
- Chemical Reviews, Vol. 118, Issue 5
Catalytic Oxychlorination versus Oxybromination for Methane Functionalization
journal, February 2017
- Zichittella, Guido; Paunović, Vladimir; Amrute, Amol P.
- ACS Catalysis, Vol. 7, Issue 3
Selective C−H Functionalization of Methane and Ethane by a Molecular Sb V Complex
journal, January 2019
- Koppaka, Anjaneyulu; Park, Sae Hume; Hashiguchi, Brian G.
- Angewandte Chemie International Edition, Vol. 58, Issue 8
First steps of the reactions of alkanes and arenes with adamantyl cations in sulfuric acid in comparison with other reagents
journal, August 2008
- Rudakov, E. S.; Volkova, L. K.
- Russian Chemical Bulletin, Vol. 57, Issue 8
Natural gas from shale formation – The evolution, evidences and challenges of shale gas revolution in United States
journal, February 2014
- Wang, Qiang; Chen, Xi; Jha, Awadhesh N.
- Renewable and Sustainable Energy Reviews, Vol. 30
A study of the methane–deuterium exchange reaction over a range of metal oxides
journal, March 2002
- Hargreaves, J. S. J.; Hutchings, G. J.; Joyner, R. W.
- Applied Catalysis A: General, Vol. 227, Issue 1-2
Welche Faktoren bestimmen Reaktivität und Regioselektivität bei radikalischer Substitution und Addition?
journal, June 1982
- Tedder, John M.
- Angewandte Chemie, Vol. 94, Issue 6
The photolysis of iodine monochloride
journal, January 1959
- Christie, M. I.; Roy, R. S.; Thrust, B. A.
- Transactions of the Faraday Society, Vol. 55
Low-temperature, palladium(II)-catalyzed, solution-phase oxidation of methane to methanol derivative
journal, January 1991
- Kao, Lien Chung; Hutson, Alan C.; Sen, Ayusman
- Journal of the American Chemical Society, Vol. 113, Issue 2
Kinetics and mechanism of the iodate–iodide reaction and other related reactions
journal, January 1999
- Schmitz, G.
- Physical Chemistry Chemical Physics, Vol. 1, Issue 8
Which Factors Determine the Reactivity and Regioselectivity of Free Radical Substitution and Addition Reactions?
journal, June 1982
- Tedder, John M.
- Angewandte Chemie International Edition in English, Vol. 21, Issue 6
Photooxidation of Methane to Methanol by Perrhenate in Water under Ambient Conditions
journal, August 2013
- Kunkely, Horst; Vogler, Arnd
- Zeitschrift für Naturforschung B, Vol. 68, Issue 8
The mechanism for the rearrangement of the adamantly cation
journal, January 1996
- Adams, David R.; Bailey, Patrick D.; Collier, Ian D.
- Chemical Communications, Issue 3
Competitive chlorination reactions with ICl. II. CH 4 , C 2 H 6 , C 3 H 8 , and C 2 H 5 Cl
journal, February 1970
- Kelly, Carol C.; Yu, W. H. S.; Wijnen, M. H. J.
- Canadian Journal of Chemistry, Vol. 48, Issue 4
Comment on “Activation of methane to CH 3 + : A selective industrial route to methanesulfonic acid”
journal, May 2019
- Roytman, Vladislav A.; Singleton, Daniel A.
- Science, Vol. 364, Issue 6440
Radical-Initiated Functionalization of Methane and Ethane in Fuming Sulfuric Acid
journal, January 1996
- Basickes, Naomi; Hogan, Terrence E.; Sen, Ayusman
- Journal of the American Chemical Society, Vol. 118, Issue 51
Gas-phase atomic halogenation reactions using iodine monochloride
journal, February 1986
- Tanner, Dennis D.; Rowe, Jeffrey E.; Potter, Alan
- The Journal of Organic Chemistry, Vol. 51, Issue 4
A Mercury-Catalyzed, High-Yield System for the Oxidation of Methane to Methanol
journal, January 1993
- Periana, R. A.; Taube, D. J.; Evitt, E. R.
- Science, Vol. 259, Issue 5093
Selective alkane oxidation: hot and cold approaches to a hot problem
journal, September 2004
- Labinger, Jay A.
- Journal of Molecular Catalysis A: Chemical, Vol. 220, Issue 1
Catalysis of hydride transfer in strong acids
journal, January 1986
- Kramer, George M.
- Tetrahedron, Vol. 42, Issue 4
Homogeneous catalysis in the oxidative functionalization of alkanes in protic media
journal, April 2011
- Chepaikin, E. G.
- Russian Chemical Reviews, Vol. 80, Issue 4
Reaktionen von Jod-tris-(trifluoracetat) mit aliphatischen Jodverbindungen
journal, January 1976
- Cech, Franz; Linskeseder, Max; Zbiral, Erich
- Monatshefte f�r Chemie, Vol. 107, Issue 6
Why Does Cyclopropene Have the Acidity of an Acetylene but the Bond Energy of Methane?
journal, September 2003
- Fattahi, Alireza; McCarthy, Ralph E.; Ahmad, Mohammad R.
- Journal of the American Chemical Society, Vol. 125, Issue 38
Combined Redox Couples for Catalytic Oxidation of Methane by Dioxygen at Low Temperatures
journal, December 2006
- An, Zengjian; Pan, Xiulian; Liu, Xiumei
- Journal of the American Chemical Society, Vol. 128, Issue 50
Activation of Methane and Ethane and Their Selective Oxidation to the Alcohols in Protic Media
journal, February 1994
- Sen, Ayusman; Benvenuto, Mark A.; Lin, Minren
- Journal of the American Chemical Society, Vol. 116, Issue 3
Activation of methane to CH 3 + : A selective industrial route to methanesulfonic acid
journal, March 2019
- Díaz-Urrutia, Christian; Ott, Timo
- Science, Vol. 363, Issue 6433
Selective Methane Oxidation Catalyzed by Platinum Salts in Oleum at Turnover Frequencies of Large-Scale Industrial Processes
journal, September 2016
- Zimmermann, Tobias; Soorholtz, Mario; Bilke, Marius
- Journal of the American Chemical Society, Vol. 138, Issue 38
Methane Activation by Heterogeneous Catalysis
journal, November 2014
- Horn, Raimund; Schlögl, Robert
- Catalysis Letters, Vol. 145, Issue 1
Selective functionalization of methane, ethane, and higher alkanes by cerium photocatalysis
journal, July 2018
- Hu, Anhua; Guo, Jing-Jing; Pan, Hui
- Science, Vol. 361, Issue 6403
Main-Group Compounds Selectively Oxidize Mixtures of Methane, Ethane, and Propane to Alcohol Esters
journal, March 2014
- Hashiguchi, B. G.; Konnick, M. M.; Bischof, S. M.
- Science, Vol. 343, Issue 6176, p. 1232-1237
Visible Light-Induced Oxidative Chlorination of Alkyl sp 3 C–H Bonds with NaCl/Oxone at Room Temperature
journal, August 2017
- Zhao, Mengdi; Lu, Wenjun
- Organic Letters, Vol. 19, Issue 17
Selective Methane Functionalization via Oxyhalogenation over Supported Noble Metal Nanoparticles
journal, January 2019
- Paunović, Vladimir; Zichittella, Guido; Hemberger, Patrick
- ACS Catalysis, Vol. 9, Issue 3
Direct Conversion of Methane to Methanol under Mild Conditions over Cu-Zeolites and beyond
journal, January 2017
- Tomkins, Patrick; Ranocchiari, Marco; van Bokhoven, Jeroen A.
- Accounts of Chemical Research, Vol. 50, Issue 2
Platinum Catalysts for the High-Yield Oxidation of Methane to a Methanol Derivative
journal, April 1998
- Periana, R. A.
- Science, Vol. 280, Issue 5363
Direct conversion technologies of methane to methanol: An overview
journal, November 2016
- Zakaria, Z.; Kamarudin, S. K.
- Renewable and Sustainable Energy Reviews, Vol. 65
Products and Rates of Reaction of Trifluoroacetic Anhydride with Aldehydes. A Nuclear Magnetic Resonance Study
journal, November 1974
- Ternay, Jr., A.; Deavenport, D.; Bledsoe, G.
- The Journal of Organic Chemistry, Vol. 39, Issue 22
Methyl Chloride Production from Methane over Lanthanum-Based Catalysts
journal, March 2007
- Podkolzin, Simon G.; Stangland, Eric E.; Jones, Mark E.
- Journal of the American Chemical Society, Vol. 129, Issue 9
High yield conversion of methane to methyl bisulfate catalyzed by iodine cations
journal, September 2002
- Periana, Roy A.; Mirinov, Oleg; Taube, Douglas J.
- Chemical Communications, Issue 20
Direct Conversion of Methane to Value-Added Chemicals over Heterogeneous Catalysts: Challenges and Prospects
journal, March 2017
- Schwach, Pierre; Pan, Xiulian; Bao, Xinhe
- Chemical Reviews, Vol. 117, Issue 13
Catalytic Bromination of Alkyl sp 3 C–H Bonds with KBr/Air under Visible Light
journal, August 2018
- Zhao, Mengdi; Lu, Wenjun
- Organic Letters, Vol. 20, Issue 17
Direct Methane Conversion under Mild Condition by Thermo-, Electro-, or Photocatalysis
journal, September 2019
- Meng, Xianguang; Cui, Xiaoju; Rajan, N. Pethan
- Chem, Vol. 5, Issue 9
The Light-Induced Reactions of Iodine Trichloride with Cyclohexane 1
journal, May 1964
- Hess, Wendell W.; Huyser, Earl S.; Kleinberg, Jacob
- The Journal of Organic Chemistry, Vol. 29, Issue 5
Highly selective oxidation of methane to methanol at ambient conditions by titanium dioxide-supported iron species
journal, November 2018
- Xie, Jijia; Jin, Renxi; Li, Ang
- Nature Catalysis, Vol. 1, Issue 11
Kinetic study of the reactions of atomic chlorine with several volatile organic compounds at 240–340 K
journal, January 2006
- Li, Zhuangjie; Pirasteh, Ali
- International Journal of Chemical Kinetics, Vol. 38, Issue 6
Product Protection, the Key to Developing High Performance Methane Selective Oxidation Catalysts
journal, December 2009
- Ahlquist, Mårten; Nielsen, Robert J.; Periana, Roy A.
- Journal of the American Chemical Society, Vol. 131, Issue 47
Selective Oxidation of Methane to Methanol Catalyzed, with CH Activation, by Homogeneous, Cationic Gold
journal, September 2004
- Jones, Cj; Taube, Doug; Ziatdinov, Vadim R.
- Angewandte Chemie, Vol. 116, Issue 35
Cover Picture: A Metallaanthracene and Derived Metallaanthraquinone (Angew. Chem. Int. Ed. 1/2017)
journal, November 2016
- Frogley, Benjamin J.; Wright, L. James
- Angewandte Chemie International Edition, Vol. 56, Issue 1
Partial oxidation of light alkanes by periodate and chloride salts
journal, January 2015
- Kalman, Steven E.; Munz, Dominik; Fortman, George C.
- Dalton Transactions, Vol. 44, Issue 12
Competitive chlorination of 1- and 2-chloropropane
journal, July 1969
- Kelly, Carol C.; Wijnen, M. H. J.
- The Journal of Physical Chemistry, Vol. 73, Issue 7
Small-Pore Zeolites: Synthesis and Catalysis
journal, May 2018
- Dusselier, Michiel; Davis, Mark E.
- Chemical Reviews, Vol. 118, Issue 11
Design and study of homogeneous catalysts for the selective, low temperature oxidation of hydrocarbons
journal, May 2006
- Conley, Brian L.; Tenn, William J.; Young, Kenneth J. H.
- Journal of Molecular Catalysis A: Chemical, Vol. 251, Issue 1-2
Mechanism of Hydrocarbon Functionalization by an Iodate/Chloride System: The Role of Ester Protection
journal, March 2018
- Schwartz, Nichole A.; Boaz, Nicholas C.; Kalman, Steven E.
- ACS Catalysis, Vol. 8, Issue 4
Selective Monooxidation of Light Alkanes Using Chloride and Iodate
journal, May 2014
- Fortman, George C.; Boaz, Nicholas C.; Munz, Dominik
- Journal of the American Chemical Society, Vol. 136, Issue 23
Natural gas conversion to liquid fuels in a zone reactor
journal, October 2005
- Breed, Ashley; Doherty, Michael F.; Gadewar, Sagar
- Catalysis Today, Vol. 106, Issue 1-4
Evolution of C–H Bond Functionalization from Methane to Methodology
journal, December 2015
- Hartwig, John F.
- Journal of the American Chemical Society, Vol. 138, Issue 1
Zur Kenntnis der 1.2-Dichlor-cyclohexane
journal, March 1955
- Böhme, Horst; Schmitz, Rudolf
- Chemische Berichte, Vol. 88, Issue 3
Rate constants for the gas-phase reactions of alkanes with Cl atoms at 296 ± 2 K: GAS-PHASE REACTIONS OF ALKANES
journal, June 1995
- Aschmann, Sara M.; Atkinson, Roger
- International Journal of Chemical Kinetics, Vol. 27, Issue 6
Mechanistic Variants in Gas-Phase Metal-Oxide Mediated Activation of Methane at Ambient Conditions
journal, August 2016
- Li, Jilai; Zhou, Shaodong; Zhang, Jun
- Journal of the American Chemical Society, Vol. 138, Issue 35
New Catalyst Systems for the Catalytic Conversion of Methane into Methanol
journal, May 2002
- Muehlhofer, Michael; Strassner, Thomas; Herrmann, Wolfgang A.
- Angewandte Chemie International Edition, Vol. 41, Issue 10
Methane as raw material in synthetic chemistry: the final frontier
journal, January 2013
- Caballero, Ana; Pérez, Pedro J.
- Chemical Society Reviews, Vol. 42, Issue 23
Some Solvent and Structural Effects in Free Radical Chlorination 1
journal, March 1959
- Walling, Cheves; Mayahi, Mahmood F.
- Journal of the American Chemical Society, Vol. 81, Issue 6
Aspects of Methane Chemistry
journal, June 1995
- Crabtree, Robert H.
- Chemical Reviews, Vol. 95, Issue 4