1009089-50-2Relevant articles and documents
Copper immobilized ferromagnetic nanoparticle triazine dendrimer (FMNP@TD-Cu(ii))-catalyzed regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles
Bahrami, Kiumars,Sheikh Arabi, Mehdi
, p. 3447 - 3455 (2016)
A copper immobilized ferromagnetic nanoparticle triazine dendrimer (FMNP@TD-Cu(ii)) has been demonstrated for the first time as a recoverable and reusable heterogeneous nanocatalyst in the click synthesis of 1,4-disubstituted 1,2,3-triazoles by a one-pot three component reaction of halides, sodium azides and alkynes under mild conditions. The catalyst is very easy to handle and is environmentally safe and economical. FMNP@TD-Cu(ii) was characterized using transmission electron microscopy (TEM), scanning electron microscopy (SEM), X-ray diffraction (XRD), FT-IR and EDX methods.
Carboxylic acid-promoted copper(I)-catalyzed azide-alkyne cycloaddition
Shao, Changwei,Wang, Xinyan,Xu, Jimin,Zhao, Jichen,Zhang, Qun,Hu, Yuefei
, p. 7002 - 7005 (2010)
In this article, we proved that all three key steps in the catalytic cycle of CuAAC can proceed in the presence of carboxylic acids and the latter two steps can be promoted significantly by carboxylic acids. Benzoic acid showed the best promotion activity, and the acids with strong chelating ability to Cu(I) ion could not serve for this purpose. Thus, the first carboxylic acid-promoted highly efficient CuAAC was established.
Design and Preparation of Hallow Mesoporous Silica Spheres Include CuO and Its Catalytic Performance for Synthesis of 1,2,3-Triazole Compounds via the Click Reaction in Water
Rajabzadeh, Maryam,Khalifeh, Reza,Eshghi, Hossein,Sorouri, Mohsen
, p. 1125 - 1134 (2019)
Here, a novel nanostructured catalyst based on CuO included hallow mesoporous silica spheres (CuO–HMSS) was prepared for synthesis of 1,2,3-triazole compounds. The hallow silica spheres were synthesized via the hydrothermal procedure. The characterization
Silica functionalized Cu(I) as a green and recyclable heterogeneous catalyst for the huisgen 1,3-dipolar cycloaddition in water at room temperature
Shamim, Tahira,Paul, Satya
, p. 260 - 265 (2010)
Silica functionalized Cu(I) is reported as a green and recyclable heterogeneous catalyst for the regioselective synthesis of 1,4-disubstituted-1, 2,3-triazoles via Huisgen 1,3-dipolar cycloaddition reaction between terminal alkynes, benzyl/allyl/alkyl halides and NaN3 in water at room temperature. The azide intermediate do not need to be isolated, which make this procedure highly economical. Further, silica functionalized Cu(I) could be recovered by simple filtration and recycled up to 7 consecutive runs without loss of significant activity. The catalyst is characterized by FTIR, thermal analysis, SEM, TEM and AAS.
Nanocomposite copper metal as an efficient heterogeneous catalyst in click synthesis of 1,2,3-triazoles in aqueous media
Nejadshafiee, Vajihe,Naeimi, Hossein
, p. 700 - 709 (2017)
Copper/periodic mesoporous organosilica (Cu/PMO) nanocomposites provided a highly active, reusable, globular, solid-phase catalyst for click chemistry. The reaction proceeds by mixing organohalides, sodium azide, alkyne, and the catalyst in an aqueous medium to afford the desired products. The cost efficiency and recyclability of the catalyst up to six runs without appreciable loss of activity and high yields of products make this procedure greener.
Ring-Expanded N-Heterocyclic Carbenes for Copper-Mediated Azide–Alkyne Click Cycloaddition Reactions
Sebest, Filip,Dunsford, Jay J.,Adams, Matthew,Pivot, Jeremy,Newman, Paul D.,Díez-González, Silvia
, p. 2041 - 2045 (2018)
A series of well-defined copper(I) complexes bearing ring-expanded N-heterocyclic carbene (NHC) ligands has been applied to the azide–alkyne cycloaddition reaction. The obtained results notably showed that the six-membered NHC ligands outperform well-esta
Novel Hybrid Thioamide Ligand Supported Copper Nanoparticles on SBA-15: A Copper Rich Robust Nanoreactor for Green Synthesis of Triazoles and Tetrazoles in Water Medium
Pourhassan, Fatemeh,Eshghi, Hossein
, p. 1287 - 1300 (2020)
Abstract: In this work, a new thioamide based ligand with reductive nature was designed for modification of mesoporous SBA-15. For this purpose, the channels of SBA-15 were modified with Tris(2-aminoethyl)amine (TAEA) groups and then reacted with S8 and phenyl acetylene to form thioamide groups via Willgerodt-Kindler reaction. This porous material proved to be an effective host for the immobilization of inexpensive Cu(II) ions. The catalytically active Cu(I) species were generated automatically due to the reductive nature of thioamide modified surface of catalyst without use of any toxic reducing agents. The well stabilized Cu(I) species into the nano-channels of SBA-15 were used for synthesis of various triazoles from sodium azide, phenyl acetylene and alkyl/benzyl halides or alkyl epoxides and various tetrazoles from sodium azide and aryl/alkyl nitriles under green mild aqueous reaction conditions. This catalytic system was used for 9 and 11 consecutive runs for synthesis of triazoles and tetrazoles, respectively. Graphic Abstract: [Figure not available: see fulltext.]
A novel highly dispersive magnetic nanocatalyst in water : Glucose as an efficient and green ligand for the immobilization of copper(II) for the cycloaddition of alkynes to azides
Moghaddam, Firouz Matloubi,Saberi, Vahid,Kalhor, Sepideh,Ayati, Seyed Ebrahim
, p. 80234 - 80243 (2016)
A new heterogeneous and highly dispersive nanocatalyst in water was prepared by the immobilization of Cu2+ onto glucose on Fe3O4. The catalyst was fully characterized by FT-IR, TGA, CHN, SEM, EDX, and atomic absorption spe
Copper nanoparticles generated from aggregates of a hexarylbenzene derivative: A reusable catalytic system for 'click' reactions
Kaur, Sharanjeet,Bhalla, Vandana,Kumar, Manoj
, p. 526 - 529 (2015)
Fluorescent aggregates of hexarylbenzene derivative 3 have been utilized as reactors for the preparation of copper nanoparticles in aqueous medium, which serve as effective catalytic system for the alkyl-azide 'click' reaction to synthesize 1,2,3-triazoles in excellent yields under solvent-free conditions. This catalytic system can be recycled and reused five times without significant loss of catalytic activity. This journal is
Highly efficient synthesis of silica-coated magnetic nanoparticles modified with iminodiacetic acid applied to synthesis of 1,2,3-triazoles
Godarzbod, Farideh,Mirjafary, Zohreh,Saeidian, Hamid,Rouhani, Morteza
, (2021)
Great efforts have been made to discover new catalysts to facilitate synthesis of organic fine chemicals. In this research, a new silica-coated magnetic nanoparticles functionalized by iminodiacetic acid (Fe3O4@SiO2@IDA) w
