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Conversion of light alkanes to alkyl esters and chlorides using iodine oxides and chlorides: Radical versus non-radical pathways

Gunnoe, T. and Groves, John and Goddard, William and Schwartz, Nichole and Boaz, Nicholas and Kalman, Steven and Fortman, George and Fu, Ross and Nielsen, Robert and Goldberg, Jonathan (2018) Conversion of light alkanes to alkyl esters and chlorides using iodine oxides and chlorides: Radical versus non-radical pathways. In: 255th American Chemical Society National Meeting & Exposition, March 18-22, 2018, New Orleans, LA. http://resolver.caltech.edu/CaltechAUTHORS:20180705-092742034

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Abstract

The selective and low temp. conversion of light alkanes to functionalized products has been a long-standing challenge. In protic media, the reaction of light alkanes (methane, ethane, propane) with iodine oxides results in the conversion to mono-functionalized products with alkyl trifluoroacetates as the primary products. The transformations are effective over a broad range of temps. (100 - 235 degrees C) and pressures (240-6900 kPa) in non-superacidic media. Alkane conversions between 15% and 40% with selectivity for mono-functionalized products between 85% and 95% have been achieved. The presentation will focus on mechanistic studies that incorporate selectivity patterns and kinetic isotope effects for conversion of light alkanes and model hydrocarbons (e.g., adamantane), spectroscopic identification of reaction intermediates, and computational modeling.


Item Type:Conference or Workshop Item (Paper)
Related URLs:
URLURL TypeDescription
https://global.acs.org/events/255th-acs-national-meeting-exposition/OrganizationConference Website
ORCID:
AuthorORCID
Gunnoe, T.0000-0001-5714-3887
Groves, John0000-0002-9944-5899
Goddard, William0000-0003-0097-5716
Nielsen, Robert0000-0002-7962-0186
Additional Information:© 2018 American Chemical Society.
Record Number:CaltechAUTHORS:20180705-092742034
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20180705-092742034
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:87547
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:05 Jul 2018 17:18
Last Modified:05 Jul 2018 17:18

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