Selective CH Functionalization of Methane, Ethane, and Propane by a Perfluoroarene Iodine(III) Complex1. (11th August 2014)

• Record Type: Journal Article
• Authors: Konnick, Michael M.; Hashiguchi, Brian G.; Devarajan, Deepa; Boaz, Nicholas C.; Gunnoe, T. Brent; Groves, John T.; Gunsalus, Niles; Ess, Daniel H.; Periana, Roy A.
• Is Part Of: Angewandte Chemie. Volume 126:Number 39(2014)
• Page Start: 10658
• Page End: 10662
• Publication Date: 2014-08-11
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201406185
• Languages: English
• ISSNs: 0044-8249

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Direct partial oxidation of methane, ethane, and propane to their respective trifluoroacetate esters is achieved by a homogeneous hypervalent iodine(III) complex in non‐superacidic (trifluoroacetic acid) solvent. The reaction is highly selective for ester formation (&gt;99 %). In the case of ethane, greater than 0.5 <sc>M</sc> EtTFA can be achieved. Preliminary kinetic analysis and density functional calculations support a nonradical electrophilic CH activation and iodine alkyl functionalization mechanism.</p> </abstract>