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Fe(III)-salim anchored MCM-41: synthesis, characterization and catalytic activity towards liquid phase cyclohexane oxidation

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Abstract

A novel organic–inorganic hybrid catalyst [MCM-41-FeIII(salim)] was synthesized by covalently anchoring FeIII(salim) complex into the pore channels of MCM-41. The material was synthesized by the co-condensation of tetraethyl orthosilicate (TEOS) and the precursor of salicylaldehyde modified with 3-aminopropyl triethoxysilane in the presence of cetyltrimethyl ammonium bromide (CTAB). The Fe(III)-salicylideneimine MCM-41 mesoporous silica was generated (in situ) by taking MCM-41-salimH (I) and FeCl3 in ethanol solution. The immobilization of the complex on the functionalized silica was confirmed by small angle X-ray diffraction (XRD), N2 adsorption–desorption, electron paramagnetic resonance (EPR), Fourier transform infrared spectroscopy (FT-IR) and diffuse reflectance UV–vis spectroscopy. Solid state CP-MAS NMR spectroscopy of 29Si (29Si CP-MAS NMR) showed a highly condensed siloxane network. Catalytic activity of the supported catalyst was examined by the oxidation of cyclohexane. Cyclohexane was successfully oxidized in good conversion (68%) to cyclohexanone, as a major product with 72% selectivity using tert. butylhydroperoxide as oxidant and acetonitrile as solvent. The catalysts can be reused up to three cycles without losing much of its activity.

Graphical Abstract

Fe(III)-salicylideneimine immobilized MCM-41 hybrid mesoporous silica was prepared by covalent anchoring of schiffbase complex to MCM-41 host and used for liquid phase oxidation of cyclohexane.

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Acknowledgments

The authors are extremely thankful to Prof. B.K. Mishra, Director, IMMT, Bhubaneswar 751013, Orissa, India, for his constant encouragement and permission to publish the paper.

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Authors and Affiliations

  1. Colloids and Materials Chemistry Department, Institute of Minerals & Materials Technology, Bhubaneswar, Orissa, 751013, India

    Sudarshan Singha & K. M. Parida

  2. Department of Chemistry, National Institute of Science Education and Research, Institute of Physics Campus, Bhubaneswar, Orissa, 751005, India

    Anadi C. Dash

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  1. Sudarshan Singha
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Correspondence to K. M. Parida.

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Singha, S., Parida, K.M. & Dash, A.C. Fe(III)-salim anchored MCM-41: synthesis, characterization and catalytic activity towards liquid phase cyclohexane oxidation. J Porous Mater 18, 707–714 (2011). https://doi.org/10.1007/s10934-010-9431-z

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