Anchoring of Cu(II)–vanillin Schiff base complex on MCM‐41: A highly efficient and recyclable catalyst for synthesis of sulfides and 5‐substituted 1H–tetrazoles and oxidation of sulfides to sulfoxides

Abstract

A copper(II)-vanillin complex was immobilized onto MCM-41 nanostructure and was used as an inexpensive, non-toxic and heterogeneous catalyst in the synthesis of symmetric aryl sulfides by the cross-coupling of aromatic halides with S 8 as an effective sulfur source, in the oxidation of sulfides to sulfoxides using 30% H 2 O 2 as a green oxidant and in the synthesis of 5-substituted 1H-tetrazoles from a smooth (3 + 2) cycloaddition of organic nitriles with sodium azide (NaN 3 ). The products were obtained in good to excellent yields. This catalyst could be reused several times without loss of activity. Characterization of the catalyst was performed using Fourier transform infrared, energy-dispersive X-ray and atomic absorption spectroscopies, X-ray diffraction, thermogravimetric analysis, and scanning and transmission electron microscopies.

Boehmite@SiO2@ Tris (hydroxymethyl)aminomethane‐Cu(I): a novel, highly efficient and reusable nanocatalyst for the C‐C bond formation and the synthesis of 5‐substituted 1H‐tetrazoles in green media

“…[19][20][21][22] Recently, organic compounds containing tetrazole moiety have attracted increasing attention due to their wide range of applications in various areas of science. [23,24] Especially in medicinal chemistry, [25] tetrazole rings have been utilized as bioisosteres for carboxyl groups owingto their similar properties. Therefore, the tetrazole moiety could be found in pharmaceutical materials, such as antihypertensive, antineoplastic, antibiotic, antiviral and antiallergic drugs.…”

Promotion of Catalytic Properties of Vanillin Loaded McM-41 by Cu(i) and Cu(ii) for Enhanced Removal of Quinoline Contaminants

“…Their goal was to produce a destructive adsorbent for Chloroethyl Phenyl Sulfide (CEPS) contamination for the first time and their synthesized adsorbent was able to decompose CEPS by more than 90%, due to potential and high capacity of the nanocomposite [9]. Khanmoradi, et al (2017) synthesized Cu(II)/Van. /MCM-41 nanocatalyst, which was used as a recyclable catalyst.…”

“…They investigated efficiency of synthetic catalysts for sulfide synthesis, sulfide conversion to sulfoxides, and synthesis of 5-substituted 1H-tetrazoles. The method used for synthesis of this nanocatalyst is illustrated in Figure 2 [29]. Lin, et al (2018) to deepen oxidation-adsorption desulfurization process for aromatic sulfur compounds, synthesized three kinds of Ti-HMS zeolites.…”

“…In this research, to remove quinoline (one of main nitrogen compounds), 2 nanocatalysts Cu(I)/Van./MCM-41 & Cu(II)/Van./MCM-41 were synthesized more easily than previous works [29] and were characterized by XRD, FESEM, EDS, Mapping, FTIR, and BET/BJH techniques. Removal efficiencies were determined by statistical methods.…”

Untitled

“…Schiff bases also show some analytical applications [9]. Schiff bases are characterized by the -N=CH-(imine) group which imports in elucidating the mechanism of transamination and rasemination reaction in biological system [10,11]. Schiff bases have been studied for their important properties in catalysis [12].…”