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Nickel(II) unsymmetrical Schiff base complex immobilized into three dimensional mesoporous silica KIT-6: a novel and efficient catalyst for selective oxidation of sulfides to sulfoxides

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Abstract

In this work, a new Ni(II) unsymmetrical Schiff-base complex, Ni(salenac), was successfully synthesized and immobilized into three-dimensional (3D) mesoporous silica KIT-6 (Korean Institute of Technology No. 6). The novel composite KIT-6-pr-NH2-Ni(salenac) was characterized by various techniques and utilized to selectively oxidize different aromatic and aliphatic sulfides to the corresponding sulfoxides with yields of 80–95% by using hydrogen peroxide (30% H2O2) as an environmentally friendly oxidant in ethanol solution at 25 °C. This oxidizing system allowed the chemoselective oxidation of sulfides containing other functional groups. The results showed that the OH and C=C groups of the compounds such as 2-hydroxyethyl phenyl sulfide and allyl methyl sulfide remained intact during sulfide oxidation. The catalyst was stable in the reaction conditions, and could be recused at least five times without significant decline in catalytic activity. Moreover, Fourier transform infrared (FTIR) spectrum of the recovered catalyst matches that of the fresh catalyst, and the catalyst structure remains unchanged after recovery.

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Acknowledgements

The support for this work by the Vali-e-Asr University of Rafsanjan is gratefully acknowledged. The authors also thank Professor Majid Moghadam from the University of Isfahan for his help in this work.

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

    Mehdi Hatefi Ardakani & Maryam Aliavazi

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  1. Mehdi Hatefi Ardakani
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  2. Maryam Aliavazi
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The conception and design of the work was a collaborative effort involving all authors. MHA and MA were responsible for data collection, preparation and analysis. MHA wrote the first draft of the paper. The final manuscript was read and approved by all mentioned authors.

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Correspondence to Mehdi Hatefi Ardakani.

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Ardakani, M.H., Aliavazi, M. Nickel(II) unsymmetrical Schiff base complex immobilized into three dimensional mesoporous silica KIT-6: a novel and efficient catalyst for selective oxidation of sulfides to sulfoxides. J Porous Mater 31, 473–482 (2024). https://doi.org/10.1007/s10934-023-01523-2

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