Search for: 1--2--3-triazoles
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    Two new copper(II) complexes with chelating N,O-type bidentate ligands: synthesis, characterization, crystal structure and catalytic activity in azide–alkyne cycloaddition reaction

    , Article Inorganica Chimica Acta ; Volume 466 , 2017 , Pages 398-404 ; 00201693 (ISSN) Bagherzadeh, M ; Bayrami, A ; Kia, R ; Amini, M ; Kershaw Cook, L. J ; Raithby, P. R ; Sharif University of Technology
    Tetra-coordinated copper(II) complexes, [CuL2] and [Cu(phox)2], were synthesized by reaction of 1-((4-bromophenylimino)methyl)naphthalen-2-ol, HL, and 2-(2′-hydroxyphenyl)-2-oxazoline, Hphox, ligands with copper acetate, respectively. The complexes were characterized using FT-IR spectroscopy, elemental analyses, and their solid state structures were confirmed by single crystal X-ray diffraction. The catalytic activity of the complexes was evaluated in one-pot azide–alkyne cycloaddition (AAC) click reaction in water without need of any additional agent. The [CuL2] complex showed high catalytic activity in this reaction‌‌‌ and 1,2,3-triazole derivatives were produced in moderate to good... 

    Cobalt-copper ferrite nanoparticles catalyzed click reaction at room-temperature: green access to 1,2,3-triazole derivatives

    , Article ChemistrySelect ; Volume 3, Issue 9 , 2018 , Pages 2586-2593 ; 23656549 (ISSN) Matloubi Moghaddam, F ; Pourkaveh, R ; Ahangarpour, M ; Sharif University of Technology
    Wiley-Blackwell  2018
    A typical Cobalt-Copper ferrite nanoparticles (CoCuFe2O4) was used as a catalyst for one-pot [3+2] cycloaddition of alkyl azides with alkynes at room temperature in green media. These nanoparticles were synthesized by using co-precipitation method and were fully characterized by physiochemical technique. By this catalyst system, various types of alkyl halides were coupled with alkynes efficiently to furnish 1,2,3 triazoles in excellent yields within short reaction time. The requirement on energy and time for the Click reaction extremely minimized in this method compared to previously reported reactions as an inevitable trend in development of green chemistry. Using green solvent, inexpensive... 

    SBA-15-supported Cu (II)/Schiff-base complex as an efficient and recyclable catalyst for one-pot azide-alkyne cycloaddition reaction

    , Article Journal of Porous Materials ; Volume 26, Issue 5 , 2019 , Pages 1427-1433 ; 13802224 (ISSN) Banan, A ; Nikbakht, F ; Ataie, S ; Sharif University of Technology
    Springer New York LLC  2019
    A new complex of copper (II) was synthesized through the reaction of a Schiff-base, 4-(((2-hydroxyethyl)imino)methyl)phenol, with CuCl2·2H2O and, then, immobilization on SBA-15 support. Both immobilized and free copper complexes were characterized using different techniques such as FT-IR, elemental analysis (CHN), SEM, XRD and TEM, and were utilized as catalysts in one-pot azide-alkyne cycloaddition (AAC) reaction. Both catalysts showed high activity in conversion of various substrates to corresponding triazole compounds. The reaction was performed in water under mild condition and without any extra additives. The prepared catalyst was recovered and reused in 5 runs without any significant... 

    Synthesis of 1,4-disubstituted 1,2,3-triazoles from aromatic α-bromoketones, sodium azide and terminal acetylenes via Cu/Cu(OTf)2-catalyzed click reaction under microwave irradiation

    , Article Zeitschrift fur Naturforschung - Section C Journal of Biosciences ; Volume 68, Issue 4 , Apr , 2013 , Pages 391-396 ; 09395075 (ISSN) Fazeli, A ; Oskooie, H. A ; Beheshtiha, Y. S ; Heravi, M. M ; Matloubi Moghaddam, F ; Koushki Foroushani, B ; Sharif University of Technology
    Reaction of aromatic α-bromoketones, sodium azide and aromatic or aliphatic terminal acetylenes in the presence of Cu/Cu(OTf)2following the classical method (aqueous acetonitrile at room temperature) and under microwave irradiation (H2O at 85 °C) leads to 1,4-disubstituted 1,2,3-triazoles as the final products after simple filtration  

    Graphene oxide/poly(vinyl imidazole) nanocomposite: An effective support for preparation of highly loaded heterogeneous copper catalyst

    , Article Applied Organometallic Chemistry ; Volume 29, Issue 9 , June , 2015 , Pages 601-607 ; 02682605 (ISSN) Pourjavadi, A ; Safaie, N ; Hosseini, S. H ; Bennett, C ; Sharif University of Technology
    John Wiley and Sons Ltd  2015
    A heterogeneous polymeric catalyst was synthesized by immobilization of copper ions in a graphene oxide/poly(vinyl imidazole) nanocomposite. This catalyst has proven to be highly active in a practical protocol for click synthesis of 1,2,3-triazole via one-pot three-component cycloaddition of halides, terminal alkynes and sodium azide. The reaction was carried out in water medium and good to excellent yields of products were obtained using only 1.0 mol% of catalyst. The catalyst can be readily recovered and reused eight times under the described reaction conditions without significant loss of activity. The reaction also proceeded well with only 0.002 mol% of catalyst, which shows the high... 

    Organocopper-based magnetically recoverable and reusable nanocatalyst for efficient synthesis of novel 1,2,3-triazole-based sulfonamides in green medium

    , Article Research on Chemical Intermediates ; Volume 44, Issue 1 , 2018 , Pages 601-612 ; 09226168 (ISSN) Saeidian, H ; Sadighian, H ; Arabgari, M ; Mirjafary, Z ; Ayati, S. E ; Najafi, E ; Matloubi Moghaddam, F ; Sharif University of Technology
    Springer Netherlands  2018
    Abstract: We report robust green synthesis of novel 1,2,3-triazole-based sulfonamides bearing different motifs such as fluorine under click conditions in presence of a copper-based magnetically recoverable and reusable heterogeneous nanocatalyst. The organocopper catalyst at 0.5 mol.% was highly recyclable (up to five times) when recovered using an external magnet without significant loss in catalytic activity. The mild reaction conditions and excellent yields (69–95 %) make this protocol an attractive method for efficient synthesis of the title compounds. The structure of product 3a was determined by Röntgen crystal structure analysis. Graphical Abstract: [Figure not available: see... 

    Cellulose-immobilized NHC-Cu(i) complex: An efficient and reusable catalyst for multicomponent synthesis of 1,2,3-triazoles

    , Article RSC Advances ; Volume 5, Issue 120 , Nov , 2015 , Pages 99498-99501 ; 20462069 (ISSN) Pourjavadi, A ; Habibi, Z ; Sharif University of Technology
    Royal Society of Chemistry  2015
    A novel cellulose supported copper NHC complex has been prepared by the reaction of cellulose supported imidazolium salt with copper(i) iodide. The catalyst is active in the synthesis of 1,2,3-triazoles via a one-pot reaction of alkyl/benzyl halides or tosylates and terminal alkynes, with sodium azide in water  

    Copper immobilized onto a triazole functionalized magnetic nanoparticle: A robust magnetically recoverable catalyst for "click" reactions

    , Article RSC Advances ; Volume 5, Issue 5 , 2015 , Pages 3894-3902 ; 20462069 (ISSN) Matloubi Moghaddam, F ; Ayati, S. E ; Sharif University of Technology
    A novel magnetic heterogeneous copper catalyst was synthesized by immobilization of copper ions onto triazole functionalized Fe3O4. The catalyst was fully characterized by FT-IR, TGA, CHN, SEM, TEM, EDX and atomic adsorption spectroscopy. The resulting catalyst was used in the synthesis of 1,2,3-triazoles via a one-pot three component reaction of alkynes, alkyl halides, sodium azides under green conditions. The catalyst was reused ten times and no significant loss of activity was observed  

    Immobilized copper(II) on nitrogen-rich polymer-entrapped Fe3O4 nanoparticles: A highly loaded and magnetically recoverable catalyst for aqueous click chemistry

    , Article Applied Organometallic Chemistry ; Volume 30, Issue 2 , 2016 , Pages 73-80 ; 02682605 (ISSN) Zohreh, N ; Hosseini, S. H ; Pour Javadi, A ; Bennett, C ; Sharif University of Technology
    John Wiley and Sons Ltd 
    A heterogeneous magnetic copper catalyst was prepared via anchoring of copper sulfate onto multi-layered poly(2-dimethylaminoethyl acrylamide)-coated magnetic nanoparticles and was characterized using various techniques. The catalyst was found to be active, effective and selective for one-pot three-component reaction of alkyl halide, sodium azide and alkyne, known as copper-catalyzed click synthesis of 1,2,3-triazoles. As little as 0.3 mol% of catalyst was found to be effective under the optimum conditions. The catalyst could also be recycled and reused up to seven times without significant loss of activity. Thermal stability, high loading level of copper on catalyst, broad diversity of... 

    Magnetic starch nanocomposite as a green heterogeneous support for immobilization of large amounts of copper ions: Heterogeneous catalyst for click synthesis of 1,2,3-triazoles

    , Article RSC Advances ; Volume 6, Issue 23 , 2016 , Pages 19128-19135 ; 20462069 (ISSN) Pourjavadi, A ; Motamedi, A ; Hosseini, S. H ; Nazari, M ; Sharif University of Technology
    Royal Society of Chemistry 
    A new magnetic heterogeneous copper catalyst was prepared by immobilization of copper ions onto a cross-linked polymeric nanocomposite composed of starch grafted polyacrylamide and functionalized Fe3O4 magnetic nanoparticles. The resulting support was loaded with large amounts of copper ions (1.6 mmol g-1). The prepared catalyst is highly active in Huisgen 1,3-dipolar cycloaddition reactions of different azides and alkynes at low catalyst amounts. Various corresponding 1,2,3-triazoles were produced with high yields in mild conditions. The catalyst was easily recovered and reused for ten cycles of reaction and no significant loss of catalytic activity was observed  

    Copper nanoparticles supported on CeO2 as an efficient catalyst for click reactions of azides with alkynes

    , Article Catalysis Communications ; Volume 85 , 2016 , Pages 13-16 ; 15667367 (ISSN) Amini, M ; Hassandoost, R ; Bagherzadeh, M ; Gautam, S ; Chae, K. H ; Sharif University of Technology
    Elsevier  2016
    Readily prepared copper nanoparticles supported on CeO2 have been found to effectively catalyse the 1,3-dipolar cycloaddition (CuAAC) of a variety terminal alkynes and organic azides generated in situ from sodium azide and different organic halides furnishing the corresponding 1,2,3-triazoles in excellent yields. Cu nanoparticles supported on CeO2 have been characterized by X-ray diffraction analysis, energy dispersive X-ray analysis, scanning electron microscope and transmission electron microscope. The salient features of the present protocol are shorter reaction time, mild reaction conditions, reusability of the catalyst, and applicability to a wide range of substrates. © 2016 Elsevier...