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Efficient and selective oxidation of alcohols with tert-BuOOH catalyzed by a dioxomolybdenum(VI) Schiff base complex under organic solvent-free conditions

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Abstract

The catalytic activity of dioxidobis{2-[(E)-p-tolyliminomethyl]phenolato}molybdenum(VI) complex was studied, for the first time, in the selective oxidation of various primary and secondary alcohols using tert-BuOOH as oxidant under organic solvent-free conditions at room temperature. The effect of different solvents was studied in the oxidation of benzyl alcohol in this catalytic system. It was found that, under organic solvent-free conditions, the catalyst oxidized various primary and secondary alcohols to their corresponding aldehyde or ketone derivatives with high yield. The effects of other parameters such as oxidant and amount of catalyst were also investigated. Among different oxidants such as H2O2, NaIO4, tert-BuOOH, and H2O2/urea, tert-BuOOH was selected as oxygen donor in the oxidation of benzyl alcohol. Also, it was found that oxidation of benzyl alcohol required 0.02 mmol catalyst for completion. Dioxomolybdenum(VI) Schiff base complex exhibited good catalytic activity in the oxidation of alcohols with tert-BuOOH under mild conditions. In this catalytic system, different primary alcohols gave the corresponding aldehydes in good yields without further oxidation to carboxylic acids.

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Acknowledgments

Support of this work by Vali-e-Asr University of Rafsanjan is acknowledged. The authors also thank Prof. Majid Moghadam from University of Isfahan for his valuable help.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Vali-e-Asr University of Rafsanjan, Rafsanjan, 77188-97111, Iran

    Mehdi Hatefi-Ardakani, Samira Saeednia, Zahra Pakdin-Parizi & Mahdieh Rafeezadeh

Authors
  1. Mehdi Hatefi-Ardakani
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  2. Samira Saeednia
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  3. Zahra Pakdin-Parizi
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  4. Mahdieh Rafeezadeh
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Correspondence to Mehdi Hatefi-Ardakani.

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Hatefi-Ardakani, M., Saeednia, S., Pakdin-Parizi, Z. et al. Efficient and selective oxidation of alcohols with tert-BuOOH catalyzed by a dioxomolybdenum(VI) Schiff base complex under organic solvent-free conditions. Res Chem Intermed 42, 7223–7230 (2016). https://doi.org/10.1007/s11164-016-2531-x

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  • DOI: https://doi.org/10.1007/s11164-016-2531-x

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