Selective CH Functionalization of Methane, Ethane, and Propane by a Perfluoroarene Iodine(III) Complex | Zendy

Konnick Michael M. | Zendy; Hashiguchi Brian G. | Zendy; Devarajan Deepa | Zendy; Boaz Nicholas C. | Zendy; Gunnoe T. Brent | Zendy; Groves John T. | Zendy; Gunsalus Niles | Zendy; Ess Daniel H. | Zendy; Periana Roy A. | Zendy

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Selective CH Functionalization of Methane, Ethane, and Propane by a Perfluoroarene Iodine(III) Complex

Author(s) -

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.

Publication year - 2014

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201406185

Subject(s) - hypervalent molecule , chemistry , electrophile , propane , trifluoroacetic acid , surface modification , methane , iodine , solvent , alkyl , alkene , organic chemistry , photochemistry , catalysis

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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