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Co(II) Schiff base complex decorated on polysalicylaldehyde as an efficient, selective, heterogeneous and reusable catalyst for epoxidation of olefins in mild and self-coreductant conditions

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Abstract

A new Co(II)-Schiff base complex was decorated on a polysalicylaldehyde (PSA) framework and used as a selective and efficient catalyst for the epoxidation of alkenes in the presence of O2 as a green source of oxygen without aco-reductant. The catalyst was characterized step by step by FTIR, UV–Vis, 1H NMR, TGA, CHN, XPS and EDX analyses. Loading an amount of Co ions in the catalyst as well as its leaching amount were studied by an ICP-OES instrument. The catalyst demonstrated excellent activity for the of a variety of alkenes in a mild, inexpensive and efficient protocol. Also, the catalyst can be simply recovered from the reaction mixture and reused for several times without any noteiceable loss in its activity. Reaction parameters including temperature, oxygen flow volume, catalyst amount and solvent were screened by reaction time. Catalytic studies including XPS spectroscopy and some blank experiments were performed to obtain an initial insight into the reaction mechanism. Also, the reactivity of the novel catalyst was evaluated as the turnover frequency.

Graphical Abstract

A new and efficient protocol have been developed for the selective epoxidation of olefins using a heterogeneous recyclable Co(II)-Schiff base complex of polysalicylaldehyde in mild and self-coreductant conditions by molecular oxygen.

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Acknowledgement

The authors are grateful to Golestan University research council for financial support of this work.

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Authors and Affiliations

  1. Department of Chemistry, College of Sciences, Golestan University, Gorgan, Iran

    Milad Kazemnejadi, Mahsa Nikookar & Mohammad Mohammadi

  2. Faculty of Chemistry, University College of Science, University of Tehran, Tehran, Iran

    Alireza Shakeri

  3. Department of Chemistry, College of Sciences, Shiraz University, Shiraz, 71946 84795, Iran

    Mohsen Esmaeilpour

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  1. Milad Kazemnejadi
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  2. Alireza Shakeri
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  3. Mahsa Nikookar
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  4. Mohammad Mohammadi
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Correspondence to Milad Kazemnejadi or Mohsen Esmaeilpour.

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Kazemnejadi, M., Shakeri, A., Nikookar, M. et al. Co(II) Schiff base complex decorated on polysalicylaldehyde as an efficient, selective, heterogeneous and reusable catalyst for epoxidation of olefins in mild and self-coreductant conditions. Res Chem Intermed 43, 6889–6910 (2017). https://doi.org/10.1007/s11164-017-3027-z

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