Copper(II) complexes of arylhydrazone of 1H-indene-1,3(2H)-dione as catalysts for the oxidation of cyclohexane in ionic liquids

Gonçalo A. O. Tiago, Ana P. C. Ribeiro, M. Fátima C. Guedes da Silva, Kamran T. Mahmudov, Luís C. Branco, Armando J. L. Pombeiro

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2 Citations (Scopus)
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Abstract

The copper(II) complexes [CuL(H 2 O) 2 ]·H 2 O (1) and [CuL(dea)] (2) [L = 2-(2-(1,3-dioxo-1H-inden-2(3H)-ylidene)hydrazinyl)benzenesulfonate, dea = diethanolamine] were applied as catalysts in the peroxidative (with tert-butyl-hydroperoxide or hydrogen peroxide) conversion of cyclohexane to cyclohexanol and cyclohexanone, either in acetonitrile or in any of the ionic liquids [bmim][NTf 2 ] and [hmim][NTf 2 ] [bmim = 1-butyl-3-methylimidazolium, hmim = 1-hexyl-3-methylimidazolium, NTf 2 = bis(trifluoromethanesulfonyl) imide]. Tert-butyl-hydroperoxide led to better product yields, as compared to H 2 O 2 , with a selectivity directed towards cyclohexanone. The ILs showed a better performance than the conventional solvent for the copper complex 1. No catalytic activity was observed for 2 in the presence of an IL.

Original languageEnglish
Article number636
JournalCatalysts
Volume8
Issue number12
DOIs
Publication statusPublished - 1 Dec 2018

Keywords

  • Arylhydrazones
  • Catalysis
  • Copper
  • Cyclohexane oxidation
  • Ionic liquids

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