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Solvent-free selective oxidation of alcohols with tert-butyl hydroperoxide catalyzed by palladium(II) isatin Schiff base complex supported into three-dimensional mesoporous silica KIT-6

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Abstract

In this work, the catalytic activity of a palladium(II) isatin Schiff base complex immobilized into mesoporous silica KIT-6 (Pd-isatin Schiff base@KIT-6) was studied for the oxidation of different alcohols with tert-butyl hydroperoxide (TBHP, 70% aqueous solution) as an oxidant under solvent-free conditions. To find the suitable reaction conditions, the effect of essential factors including the solvent, temperature, catalyst amount and kind of oxidant on the oxidation of benzyl alcohol was explored. The results showed that in this catalytic system, the corresponding aldehydes and ketones were obtained with high to excellent yields at 50 °C without the formation of carboxylic acids as by-products. The catalyst was easily recovered by simple filtration and reused in five subsequent reaction cycles without any significant loss in the catalytic activity. Moreover, the comparison of the Fourier transform infrared (FT-IR) spectrum, X-ray diffraction (XRD) pattern, scanning and transmission electron microscopy (SEM and TEM) images of the used catalyst with a fresh one showed that the structure of the Pd-isatin Schiff base@KIT-6 catalyst remained intact after five times of reuse.

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Acknowledgements

The support received for this work from Vali-e-Asr University of Rafsanjan is gratefully acknowledged. The corresponding author also appreciates Professor Majid Moghadam from University of Isfahan, Dr. Zahra Pakdin-Parizi from Razavi Hospital of Mashhad, Dr. Jamileh Seyedyazdi, and Dr. Parisa Salarizadeh from Vali-e-Asr University of Rafsanjan for their valuable helps.

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This research did not receive any specific grant from funding agencies.

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Authors and Affiliations

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

    Davoud Mousavi, Mehdi Hatefi Ardakani, Samira Saeednia & Mohammad Sabet

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  1. Davoud Mousavi
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  2. Mehdi Hatefi Ardakani
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  3. Samira Saeednia
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  4. Mohammad Sabet
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Correspondence to Mehdi Hatefi Ardakani.

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Mousavi, D., Ardakani, M.H., Saeednia, S. et al. Solvent-free selective oxidation of alcohols with tert-butyl hydroperoxide catalyzed by palladium(II) isatin Schiff base complex supported into three-dimensional mesoporous silica KIT-6. Res Chem Intermed 47, 1105–1121 (2021). https://doi.org/10.1007/s11164-020-04319-0

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