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Article Dans Une Revue European Journal of Organic Chemistry Année : 2020

Iron Triflate Salts as Highly Active Catalysts for the Solvent-Free Oxidation of Cyclohexane

Pierre‐adrien Payard
Yu‐ting Zheng
  • Fonction : Auteur
Wen‐juan Zhou
  • Fonction : Auteur
Raphael Wischert
  • Fonction : Auteur
Laurence Grimaud
Marc Pera‐titus

Résumé

Among a series of iron salts, iron triflates revealed as highly active catalysts for the oxidation of cyclohexane by tert‐butyl hydroperoxide into cyclohexanol and cyclohexanone with initial turnover frequencies higher than 10,000 h–1. The structure of the iron complexes under the reaction conditions was studied by combining electron paramagnetic resonance (EPR) spectroscopy and DFT calculations. The coordination of the catalytic iron center readily evolved in the presence of the reaction products, leading ultimately to its deactivation. Iron and organic superoxo intermediates were identified as plausible active species allowing to rationalize the high activity of iron ligated by highly delocalized counter‐anions.

Domaines

Chimie
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Dates et versions

hal-02997698 , version 1 (10-11-2020)

Identifiants

Citer

Pierre‐adrien Payard, Yu‐ting Zheng, Wen‐juan Zhou, Lhoussain Khrouz, Laurent Bonneviot, et al.. Iron Triflate Salts as Highly Active Catalysts for the Solvent-Free Oxidation of Cyclohexane. European Journal of Organic Chemistry, 2020, 2020 (24), pp.3552-3559. ⟨10.1002/ejoc.202000263⟩. ⟨hal-02997698⟩
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