A one-pot procedure for synthesis of 1,2,3-triazole derivatives via the three-component coupling (TCC) reaction between terminal alkynes, benzyl or alkyl halides, and sodium azide in the presences of 1 mol% nanoparticles copper/carbon (Cu/C) catalyst has been developed. The catalyst showed high catalytic activity and 1,4-regioselectivity for the [3 + 2] Huisgen cycloaddition in water as a "green" solvent and good to excellent yields were obtained in all cases. This procedure eliminates the need to handle organic azides, and they are generated in situ. The reaction has a broad scope and is especially practical for the synthesis of new azacrown ether and anthraquinone derivatives of triazole. The heterogeneous catalysts were fully characterized by scanning electron microscopy (SEM), atomic forced microscopy (AFM), X-ray diffraction (XRD), inductively coupled plasma (ICP) analysis and FT-IR experimental techniques. The catalyst was recycled ten times without significant loss of activity.
An efficient, regioselective, one-pot and two-step synthesis of b-hydroxy 1,4-disubstituted 1,2,3-triazoles from a wide range of non-activated terminal alkynes and epoxides and sodium azide by way of a three-component click reaction using a catalytic amount of [meso-tetrakis(o-chlorophenyl)porphyrinato]copper(II) (5 mol%) in excellent isolated yields is described. The reactions were performed in water as a green solvent at ambient temperature without any additives. By performing two reaction steps in one pot and purifying only at the final step, this procedure excludes any interim purification of in situ generated organic azide intermediates, which significantly improves the overall yield and reduces the reaction time. To benefit from the recovery and reuse of the catalyst, a new heterogeneous catalyst was prepared by simple and successful impregnation of the catalyst onto activated multi-walled carbon nanotubes (AMWCNT). The heterogeneous catalyst was characterized by powder X-ray diffraction (XRD), transmission electron microscopy (TEM), scanning electron microscopy (SEM), atomic forced microscopy (AFM), and thermogravimetric (TG) analysis to estimate the amount of nitrogen adsorption, and Raman and FT-IR spectroscopy. Leaching experiments after ten successive cycles showed that the catalyst is most strongly anchored to the AMWCNT support. Mechanistically, porphyrinatocopper catalyzes each step of the reaction in different ways as a bifunctional catalyst including epoxide ring opening by azide delivery to epoxide, forming in situ generated 2-azido alcohols followed by activation of the C C triple bond of the starting terminal alkynes by forming a porphyrinatocopper-acetylide intermediate and thereby promoting the [3 + 2]-cycloaddition reaction as the key step to form the tri-
A high-performance non-enzymatic glucose sensor based on hybrid metal-oxides is proposed. Dumbbell-shaped double-shelled hollow nanoporous CuO/ZnO microstructures (CuO/ZnO-DSDSHNM) were prepared via the hydrothermal method using pluronic F-127 as a surfactant. This structure is studied by various physicochemical characterizations such as scanning electron microscopy, X-ray diffraction spectroscopy, inductively coupled plasma atomic emission spectroscopy, elemental mapping techniques, X-ray photoelectron spectroscopy, and transmission electron microscopy. This unique CuO/ZnO-DSDSHNM provides both a large surface area and an easy penetrable structure facilitating improved electrochemical reactivity toward glucose oxidation. The prepared CuO/ZnO-DSDSHNM was used over the glassy carbon electrode (GCE) as the active material for glucose detection and then coated by Nafion to provide the proposed Nafion/CuO/ZnO-DSDSHNM/GCE. The fabricated glucose sensor exhibits an extremely wide dynamic range from 500 nM to 100 mM, a sensitivity of 1536.80 µA mM−1 cm−2, a low limit of detection of 357.5 nM, and a short response time of 1.60 s. The proposed sensor also showed long-term stability, good reproducibility, favorable repeatability, excellent selectivity, and satisfactory applicability for glucose detection in human serum samples. The achieved high-performance glucose sensing based on Nafion/CuO/ZnO-DSDSHNM/GCE shows that both the material synthesis and the sensor fabrication methods have been promising and they can be used in future researches.
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