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Catalysis Letters

, Volume 143, Issue 3, pp 282–288 | Cite as

Oxidative Dimerization of o-Aminophenol by Heterogeneous Mesoporous Material Modified with Biomimetic Salen-Type Copper(II) Complex

  • Tian-Kae Chin
  • Salasiah Endud
  • Shajarahtunnur Jamil
  • Srinivasa Budagumpi
  • Hendrik O. Lintang
Article

Abstract

Copper(II) N,N′-bis[4-(N,N-diethylamino)salicylidene]ethylenediamine (CAS) complex, which has the metal–ligand coordination “CuN2O2” that mimics the galactose enzyme active site, was synthesised and incorporated onto the organo-modified MCM-48. The supported CAS catalyst successfully catalysed the conversion of o-aminophenol to 2-amino-3H-phenoxazon-3-one in the presence of aqueous peroxide as oxidant. The catalytic performance of the CAS supported on organo-modified MCM-48 was found highly affected by the temperature, the type of aqueous peroxide and reaction solvent used.

Graphical Abstract

A salen-type copper complex of N2O2 donor ligand was synthesised and incorporated onto the modified MCM-48. The corresponding supported catalysts are active in the oxidation of o-aminophenol to 2-amino-3H-phenoxazin-3-one in the presence of peroxide as an oxidant.

Keywords

Biomimetic catalyst Oxidative dimerization MCM-48 o-Aminophenol 2-Amino-3H-phenoxazin-3-one 

Notes

Acknowledgments

S. Endud thanks Universiti Teknologi Malaysia (UTM) for the Research University grant Q.J.130000.7113.02H23 and MOSTI for the National Nanotechnology Directorate Top-Down Grant R.J130000.7926.4H007. Authors thank the Ibnu Sina Institute for Fundamental Science Studies, UTM for research facilities. S. Budagumpi thanks UTM for a post-doctoral research fellowship.

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Copyright information

© Springer Science+Business Media New York 2013

Authors and Affiliations

  • Tian-Kae Chin
    • 1
  • Salasiah Endud
    • 1
    • 2
  • Shajarahtunnur Jamil
    • 1
  • Srinivasa Budagumpi
    • 1
  • Hendrik O. Lintang
    • 2
  1. 1.Department of ChemistryFaculty of Science, Universiti Teknologi MalaysiaSkudaiMalaysia
  2. 2.Ibnu Sina Institute for Fundamental Science Studies, Nanotechnology Research Alliance, Universiti Teknologi MalaysiaSkudaiMalaysia

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