Platinum complexes of cationic ligands for the aerobic oxidation of “inert” perfluoro-substituted alcohols

Haviv Ben-David; Mark A. Iron; Ronny Neumann

doi:10.1039/C2CC37759D

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Chemical Communications

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Platinum complexes of cationic ligands for the aerobic oxidation of “inert” perfluoro-substituted alcohols

Haviv Ben-David,^a Mark A. Iron^b and Ronny Neumann*^a

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Department of Organic Chemistry, Weizmann Institute of Science, Rehovot, Israel
E-mail: Ronny.Neumann@weizmann.ac.il ;
Fax: +972 89344142 ;
Tel: +972 89343354

Department of Chemical Research Support, Weizmann Institute of Science, Rehovot, Israel

Chem. Commun., 2013,49, 1720-1722

DOI: 10.1039/C2CC37759D
Received 25 Oct 2012, Accepted 18 Dec 2012
First published online 19 Dec 2012

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Trifluoroethanol was oxidized with O₂ to trifluoroethyl trifluoracetate (>98% selectivity) using Pt^II(dppz)Cl₂ as a catalyst in the presence of H₂SO₄; Pt^II(phen)Cl₂ was inactive. Kinetic isotope effects suggest the C–H bond activation as the rate determining step and DFT calculations showed different frontier orbitals for Pt^II(dppz) and Pt^II(phen)-based catalysts.

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Chemical Communications

Platinum complexes of cationic ligands for the aerobic oxidation of “inert” perfluoro-substituted alcohols

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