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Comptes Rendus Chimie
Volume 18, n° 7
pages 758-765 (juillet 2015)
Doi : 10.1016/j.crci.2015.03.018
Received : 21 January 2015 ;  accepted : 30 Mars 2015
Catalytic oxidation of cyclohexane with hydrogen peroxide and a tetracopper(II) complex in an ionic liquid

Ana P.C. Ribeiro a , Luísa M.D.R.S. Martins a, b , Susanta Hazra a , Armando J.L. Pombeiro a,
a Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, avenue Rovisco Pais, 1049-001 Lisbon, Portugal 
b Chemical Engineering Department, ISEL, R. Conselheiro Emídio Navarro, 1959-007 Lisboa, Portugal 

Corresponding author. Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, avenue Rovisco Pais, 1049–001 Lisbon, Portugal.

The catalytic peroxidative oxidation (with H2 O2 ) of cyclohexane in an ionic liquid (IL) using the tetracopper(II) complex [(CuL)24 -O,O′,O′′,O′′′ -CDC)]2 ·2H2 O [HL=2-(2-pyridylmethyleneamino)benzenesulfonic acid, CDC=cyclohexane-1,4-dicarboxylate] as a catalyst is reported. Significant improvements on the catalytic performance, in terms of product yield (up to 36%), TON (up to 529), reaction time, selectivity towards cyclohexanone and easy recycling (negligible loss in activity after three consecutive runs), are observed using 1-butyl-3-methylimidazolium hexafluorophosphate as the chosen IL instead of a molecular organic solvent including the commonly used acetonitrile. The catalytic behaviors in the IL and in different molecular solvents are discussed.

The full text of this article is available in PDF format.

Keywords : Tetranuclear copper complex, Catalysis, Alkane functionalization, Peroxidative oxidation of cyclohexane, Ionic liquid, Electrochemistry, Ionic conductivity

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