1210046-23-3Relevant academic research and scientific papers
Design and synthesis of magnetic Fe3O4?NFC-ImSalophCu nanocatalyst based on cellulose nanofibers as a new and highly efficient, reusable, stable and green catalyst for the synthesis of 1,2,3-triazoles
Bagherzade, Ghodsieh,Eshghi, Hossein,Ghamari kargar, Pouya
, p. 32927 - 32937 (2020)
The Fe3O4?NFC-ImSalophCu catalyst was used as a highly stable, reusable, active, green catalyst for the synthesis of 1,2,3-triazolesviaone-pot three-component reaction of phenacyl bromides, sodium azide and alkynes. A Cu(ii)-Schiff base complex containing an imidazolium ionic phase was prepared and decorated on core shell Fe3O4?NFC magnetic nanoparticles (Fe3O4?NFC-ImSalophCu) and was used as an efficient catalyst. The heterogeneous catalyst was characterized by FT-IR spectroscopy, FE-SEM, TEM, XRD spectroscopy, EDX spectroscopy, VSM, and ICP spectroscopy. This catalyst shows the dual function of the metal sites and imidazolium moieties. The catalytic system mentioned above also showed excellent activity in the synthesis of bis 1,4-disubstituted 1,2,3-triazoles. Moreover, the catalyst could be recycled and reused for four cycles without any decrease in its catalytic activity.
Immobilized galactose oxidase in alginate gel (GO-Bead): a versatile and efficient biocatalyst for the regioselective synthesis of 1,4-disubstitued-1,2,3-triazoles: click reaction
Akbari Gourdani, Fateme,Ghadam, Parinaz,Heravi, Majid M.,Malmir, Masoume
, p. 1471 - 1478 (2021/01/09)
Galactose oxidase (E.C. 1.1.3.9) is an extracellular oxidoreductase enzyme containing Cu(I) which is produced by some fungi like Fusarium species. The enzyme catalyzes the selective oxidation of primary alcohols like galactose. In this study, a heterogeneous enzymatic system for click reaction was prepared. The most important advantage of the heterogeneous catalyst is the ease of separation and their possible reusability. Therefore, galactose oxidase was immobilized by entrapment; for this purpose, alginate polysaccharide beads with different diameters were synthesized and galactose oxidase was immobilized into them to obtain galactose oxidase-bead (GO-Bead). Next, the catalytic activity of galactose oxidase-beads was examined in the one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles via click reaction comprising diversely benzyl halides, sodium azide and different alkynes in aqueous medium which need Cu(I) for their performance. The catalyst was conventionally recovered and effectively reused in several runs with no appreciable decrease in its catalytic activity.
Preparation of an efficient catalyst through injection of CuI on modified poly (styrene-co-maleic anhydride) and theoretical investigation of the structural and electronic properties of catalyst
Heravi, Majid M.,Hosseinnejad, Tayebeh,Montazeri, Naser,Zeydi, Masoud Mohammadi,Zoghi, Rozita
, (2020/02/04)
A novel polymer supported [poly (styrene-co-maleic imide) (SMI)]Cu(I) nano-particles was prepared via in situ reaction of 4-amino-5-methyl-4H-1,2,4-triazole-3-thione with [poly (styrene-co-maleic anhydride)] (SMA) along with immobilization of CuI. These nano-particles were fully characterized by using scanning electron microscopy (SEM), energy dispersive spectroscopy analysis, Xray (EDAX), inductively coupled plasma (ICP) analysis, 1H NMR and FT-IR techniques. Moreover, the structural and electronic features of metal–ligand interactions in the complex model of polymer-supported copper nanocatalyst were assessed using density functional theory calculations. The catalytic activity of these supported Cu(I) nonoparticles was examined in one of the classiest name reaction so–called “click reaction” which is coined K. B Sharpless for the regioselective synthesis of 1,2,3-triazole derivatives using a multicomponent reaction (MCR) involving benzyl halides, sodium azide and terminal alkynes in water as a green solvent. This heterogeneous catalyst showed excellent catalytic activity and was separated by simple filtration and was used at least in five consecutive runs without a significant decrease in its activity.
In situ preparation and characterization of novel CuI-functionalized poly[(methyl methacrylate)-co-maleimide] as an efficient heterogeneous catalyst in the regioselective synthesis of 1,2,3-triazoles via click reaction: Experimental and computational chemistry
Pourmohammad, Nargess,Heravi, Majid M.,Ahmadi, Shervin,Hosseinnejad, Tayebe
, (2019/05/15)
A CuI-functionalized poly[(methyl methacrylate)-co-maleimide] (CuI@[PMMA-co-MI]) nanocatalyst was prepared from in situ polymerization and functionalization of poly[(methyl methacrylate)-co-(maleic anhydride)] and well characterized using various techniques. From a computational viewpoint, we assessed two complexation models between copper nanoparticles and [PMMA-co-MI]. In this line, the metal–ligand interaction strength was also studied via density functional theory calculations and frontier molecular orbital analysis. Moreover, for presenting a quantitative description of the electronic features of immobilization of copper nanoparticles on polymeric support, the topological analysis of electron density and its Laplacian was performed through quantum theory of atoms in molecules. Finally, the catalytic activity of CuI@[PMMA-co-MI] as a heterogeneous nanocatalyst was successfully examined in the highly regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles via click reaction.
Enantioselective separation of (±)-β-hydroxy-1,2,3-triazoles by supercritical fluid chromatography and high-performance liquid chromatography
Alvarenga, Natália,Porto, André L.M.,Barreiro, Juliana Cristina
, p. 890 - 899 (2018/04/30)
This paper reports the enantioseparation of β-hydroxy-1,2,3-triazole derivatives, which present a broad range of biological properties, by supercritical fluid chromatography (SFC) and high-performance liquid chromatography techniques (HPLC). Polysaccharid
Synthesis, characterization and computational study of CuI nanoparticles immobilized on modified poly (styrene-co-maleic anhydride) as a green, efficient and recyclable heterogeneous catalyst in the synthesis of 1,4-disubstituted 1,2,3-triazoles via click reaction
Ebrahimpour-Malamir, Fatemeh,Hosseinnejad, Tayebeh,Mirsafaei, Razieh,Heravi, Majid M.
, (2017/10/06)
Poly (styrene-co-maleic anhydride) (SMA) was modified by reactionwith4-amino-2-methyl-10H-thiene [2,3-b][1,5]-benzodiazepine (ATD) hydrochloride, providing an imide with the appropriate sites for the coordination of Cu(I)ions. This modified SMA was reacted with CuI to obtain immobilized Cu(I) NPs. This Cu(I) NPs (CuI/SMI-TD) was fully characterized by conventional techniques such as FT-IR, NMR, SEM, TEM, EDAX and ICP-AES analysis. The SEM and TEM images clearly showed CuI NPs as spherical shapes and the size of particles is 30-60?nm. Moreover, a quantitative description for experimental features of CuI/SMI-TD was presented via computational assessment for the interactions between copper metal ions and coordination sites of SMI-TD ligand. The catalytic activity of this new catalyst was examined in the regioselective synthesis of 1,4-disubstituted-1,2,3 triazoles in a classical copper-catalyzed reaction a so-called click reaction. The catalyst showed highly efficient catalytic activity, excellent reusability, high yield and more importantly excellent, regioselectivity. The catalyst was recoverable through simple filtration and can be reused at least five times without significant loss of catalytic activity. The heterogeneous nature of the catalyst was confirmed based on the hot filtration test and ICP-AES analysis.
Stereoselective reduction of 2-azido-1-phenylethanone derivatives by whole cells of marine-derived fungi applied to synthesis of enantioenriched β-hydroxy-1,2,3-triazoles
Alvarenga, Natália,Porto, André L. M.
, p. 388 - 396 (2017/10/06)
Several marine-derived fungi were evaluated by the bioreduction of 2-azido-1-phenylethanone 1, and the strains A. sydowii CBMAI 935 and M. racemosus CBMAI 847 were selected for the reduction of 2-azido-1-phenylethanone derivatives 2–4. Whole cells of A. s
Copper(II) bis-thiazole complex immobilized on silica nanoparticles: Preparation, characterization and its application as a highly efficient catalyst for click synthesis of 1,2,3-triazoles
Dehbanipour, Zahra,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj
, p. 21 - 30 (2017/09/29)
In this work, the preparation of copper(II) complex of 3,5-bis(2-benzothiazolyl)pyridine, Cu(II)Br2-BTP, supported on nano silica functionalized with trimethoxysilylpropylchloride, Cu(II)Br2-BTP@TMSP-nSiO2, is reported. Th
Ferromagnetic nanoparticle-supported copper complex: A highly efficient and reusable catalyst for three-component syntheses of 1,4-disubstituted 1,2,3-triazoles and C–S coupling of aryl halides
Khodaei, Mohammad Mehdi,Bahrami, Kiumars,Meibodi, Farhat Sadat
, (2017/09/26)
A new nanocatalyst was synthesized by immobilization of 4′-(4-hydroxyphenyl)-2,2′:6′,2″-terpyridine/CuI complex on ferromagnetic nanoparticles through a surface modification (FMNPs@SiO2-TPy-Cu). This heterogeneous catalyst was characterized using various techniques including Fourier transform infrared and energy-dispersive X-ray spectroscopies, transmission and scanning electron microscopies, X-ray diffraction, vibrating sample magnetometry and thermogravimetric analysis. The resulting nanocatalyst presented excellent catalytic activity for the regioselective syntheses of 1,4-disubstituted 1,2,3-triazoles and thioethers. The thermally and chemically stable, benign and economical catalyst was easily recovered using an external magnet and reused in at least five successive runs without an appreciable loss of activity.
CuI nanoparticles on modified poly(styrene-co-maleic anhydride) as an effective catalyst in regioselective synthesis of 1,2,3-triazoles via click reaction: a joint experimental and computational study
Baie Lashaki, Tahmineh,Oskooie, Hossein A.,Hosseinnejad, Tayebeh,Heravi, Majid M.
, p. 1815 - 1834 (2017/06/27)
In situ immobilization of CuI nanoparticles (NPs) on modified poly(styrene-co-maleic anhydride) [SMA] was achieved. Proper immobilization of CuI on the prepared support was confirmed by scanning electron microscopy (SEM), energy dispersive X-ray analysis
