4.5 Article

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

期刊

RESEARCH ON CHEMICAL INTERMEDIATES
卷 47, 期 3, 页码 1105-1121

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SPRINGER
DOI: 10.1007/s11164-020-04319-0

关键词

Palladium; Isatin; Schiff base; KIT-6; Alcohol oxidation; Solvent-free

资金

  1. Vali-e-Asr University of Rafsanjan

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The catalytic activity of a palladium(II) isatin Schiff base complex immobilized into mesoporous silica KIT-6 for the oxidation of different alcohols was studied. The results showed high to excellent yields of aldehydes and ketones without the formation of by-products, with the catalyst retaining its structure intact after multiple reuse cycles. The catalyst showed good reusability in the reaction.
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 degrees 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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