Selective CH functionalization of methane, ethane, and propane by a perfluoroarene iodine(III) complex
Michael M Konnick1, Brian G Hashiguchi, Deepa Devarajan
1The Scripps Energy & Materials Center, Department of Chemistry, The Scripps Research Institute, Jupiter, FL 33458 (USA). mkonnick@scripps.edu.
Abstract:
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 (>99%). In the case of ethane, greater than 0.5 M EtTFA can be achieved. Preliminary kinetic analysis and density functional calculations support a nonradical electrophilic CH activation and iodine alkyl functionalization mechanism.
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