679842-59-2Relevant academic research and scientific papers
Multicomponent click reactions catalysed by copper(I) oxide nanoparticles (Cu2ONPs) derived using Oryza sativa
Chand, Dillip Kumar,Rai, Randhir
, (2020/07/10)
Abstract: A procedure for the expedient synthesis of well-characterized Cu(I) oxide nanoparticles (Cu2ONPs) from Cu(II) salts by employing Rice (Oryza sativa) as a cheap and ready source of reducing as well as stabilizing agent has been demonstrated. The judicious choice of rice as a catalyst has helped in the symbiotic combination of two events: viz., acidic hydrolysis of starch to form glucose and the subsequent formal reduction of Cu2+ by the in-situ generated monosaccharide reducing sugar (glucose) under the alkaline condition to produce Cu2O. Further, rice was also found to be effectively stabilizing the nanoparticles from agglomeration. Optical and microscopic techniques were suitably employed for the characterization of the nanoparticles of approximately 10 nm size. Furthermore, the specifically generated nanoparticles were found to be active catalysts in an aqueous medium for Azide-alkyne Huisgen cycloaddition (Click reaction) under base free condition via one-pot multi-component addition for the synthesis of mono-, bis- and tris-1,2,3-triazoles in good to excellent yields. Graphic abstract: Cu2ONPs synthesized using hydrolysed Rice, an active catalyst for synthesis of mono-, bis- and tris-1,4-disubstituted 1,2,3-triazoles via one pot multicomponent reactions in water.[Figure not available: see fulltext.].
Copper(I) stabilized on N,N′-methylene bis-acrylamide crosslinked polyvinylpyrrolidone: An efficient reusable catalyst for click synthesis of 1,2,3-triazoles in water
Mathew, Paulson,Sasidharan, Drishya,Rakesh, Nellickal Purushothaman
, (2020/04/15)
N,N′-methylene bis-acrylamide crosslinked N-vinyl-2-pyrrolidone (NVPMBA) polymer was prepared via suspension polymerization technique and used as a polymeric support for the reduction of Cu(II) to Cu(I). It was observed that NVPMBA matrix facilitated the stabilization of Cu(I) particles. Furthermore, the copper supported polymer catalyst (CuNVPMBA) was characterized by Fourier transform infrared, X-ray diffraction, scanning electron microscopy (SEM), energy dispersive X-ray analysis, transmission electron microscope (TEM), X-ray photoelectron spectra (XPS), inductively coupled plasma optical emission spectroscopy, and derivative thermogravimetry analysis. SEM showed that both the polymer and CuNVPMBA exhibit a spherical morphology. TEM revealed that copper nanoparticles formed on the polymer surface have an average particle size of 5.14 nm. XPS analysis confirmed the presence of Cu(I) and Cu(II) in the ratio 1:2. The copper content in CuNVPMBA was found to be 1.25 wt%. CuNVPMBA was found to be very effective in promoting the click reaction between terminal alkynes and azides in aqueous media in the absence of ascorbate or external base under mild conditions to form 1,2,3-triazoles in excellent yield with a copper loading as low as 0.2 mol%. The catalyst could be reused and recycled several times without significant loss of catalytic activity.
Click reactions catalyzed by Cu(I) complexes supported with dihydrobis(2-mercapto-benzimidazolyl)borate and phosphine ligands
Khalili, Dariush,Evazi, Roya,Neshat, Abdollah,Aboonajmi, Jasem,Osanlou, Farzane
supporting information, (2020/03/10)
Four Cu(I) complexes bearing dihydrobis(2-mercapto-benzimidazolyl)borate and phosphine co-ligands were synthesized and their catalytic activity was investigated in azide-alkyne reactions. These complexes were tested as catalyst system and among them a Cu(
Synthesis and Characterization of Copper(I)‐Cysteine Complex Supported on Magnetic Layered Double Hydroxide as an Efficient and Recyclable Catalyst System for Click Chemistry Using Choline Azide as Reagent and Reaction Medium
Pazoki, Farzane,Salamatmanesh, Arefe,Bagheri, Sepideh,Heydari, Akbar
, p. 1186 - 1195 (2019/11/16)
Abstract: In this study, Fe3O4@LDH@cysteine–Cu(I) nanoparticles as a novel and recyclable catalytic system was designed and successfully synthesized. These nanoparticles show high catalytic activity for preparation of the triazole fa
Copper aluminate spinel in click chemistry: An efficient heterogeneous nanocatalyst for the highly regioselective synthesis of triazoles in water
Kavoosi, Leila,Khalafi-Nezhad, Ali,Khalili, Dariush
supporting information, p. 2136 - 2142 (2019/11/25)
An expeditious protocol for the one-pot synthesis of 1,4-disubstituted (β-hydroxy)-1,2,3-Triazoles in an aqueous medium has been developed using copper aluminate nanoparticles. This heterogeneous catalytic system was found to drive a multicomponent click reaction between organic azides (generated in situ from epoxides or halides) and terminal aliphatic or aromatic alkynes in up to 96percent yield without the need for a reducing agent. Structurally diverse 1,2,3-Triazoles were synthesized in good to excellent yields, and the catalyst could be easily separated by simple filtration, recycled, and reused in six subsequent cycles.
Impregnated copper ferrite on mesoporous graphitic carbon nitride: An efficient and reusable catalyst for promoting ligand-free click synthesis of diverse 1,2,3-triazoles and tetrazoles
Khalili, Dariush,Rezaee, Meysam
, (2019/09/17)
Magnetic CuFe2O4/g-C3N4 hybrids were synthesized through a facile method and their catalytic performances were evaluated in click chemistry for the first time. The structural and morphological characterization of prepared materials was carried out by different techniques such as X-ray diffraction, high-resolution transmission electron microscopy, field emission scanning electron microscopy, Fourier infrared spectroscopy, vibrating sample magnetometry, thermogravimetric analysis, and N2 adsorption–desorption analysis (Brunauer–Emmett–Teller surface area). The utilization of magnetic CuFe2O4/g-C3N4 enabled superior performance in the one-pot azide–alkyne cycloaddition reaction in water using alkyl halides and epoxides as azide precursors without the need of any additional agents. The present system is broad in scope and especially practical for the synthesis of macrocyclic triazoles and also tetrazoles. In addition, the catalytic system highly fulfills the demands of “green click chemistry” with its convenient conditions, especially easy access to a variety of significant products in low catalyst loading and simple work-up and isolation procedure.
Synthesis of a novel resorcin[4]arene-glucose conjugate and its catalysis of the CuAAC reaction for the synthesis of 1,4-disubstituted 1,2,3-triazoles in water
Husain, Ali A.,Bisht, Kirpal S.
, p. 10109 - 10116 (2019/04/10)
The Cu(i)-catalyzed azide-alkyne cycloaddition (CuAAC) in aqueous media using resorcin[4]arene glycoconjugate (RG) is reported. The eight β-d-glucopyranoside moieties constructed on the resorcin[4]arene upper rim provide a pseudo-saccharide cavity that offers a suitable host environment for water-insoluble hydrophobic azido and/or alkyne substrates in water. The utility of RG was established as an efficient inverse phase transfer catalyst for the CuAAC in water as a green approach for the synthesis of 1,4-disubstituted 1,2,3-triazole species. The catalytic utility of RG (1 mol%) was demonstrated in a multicomponent one-pot CuAAC for various azido/alkyne substrates. The RG acts as a molecular host and a micro-reactor resulting in the 1,4-disubstituted 1,2,3-triazoles in excellent yield.
Dendrimer-encapsulated copper(II) immobilized on Fe3O4@SiO2 NPs: a robust recoverable catalyst for click synthesis of 1,2,3-triazole derivatives in water under mild conditions
Sardarian, Ali Reza,Mohammadi, Fattah,Esmaeilpour, Mohsen
, p. 1437 - 1456 (2019/01/11)
Abstract: In this paper, we have introduced Fe3O4@SiO2-dendrimer-encapsulated Cu(II) as a heterogeneous reusable catalyst for Cu-catalyzed azide-alkyne cycloaddition (CuAAC) reaction in good to excellent yields at ambient
Synthesis and characterization of active cuprous oxide particles and their catalytic application in 1,2,3-triazole synthesis via alkyne-azide cycloaddition reaction in water
Sawkmie, Micky Lanster,Paul, Dipankar,Kalita, Gitumoni,Agarwala, Khushboo,Maji, Pradip K.,Chatterjee, Paresh Nath
, p. 3277 - 3288 (2019/11/11)
Active cuprous oxide materials are synthesized from CuSO4.5H2O using sodium stannite as reducing agent in the presence of various stabilizers, viz., cetyl trimethyl ammonium bromide, sodium dodecyl sulphate, and polyvinyl pyrrolidone
Carbon nanotube-copper ferrite-catalyzed aqueous 1,3-dipolar cycloaddition of: In situ -generated organic azides with alkynes
Prakash, Praveen,Kumar, Ramar Arun,Miserque, Frédéric,Geertsen, Valérie,Gravel, Edmond,Doris, Eric
supporting information, p. 3644 - 3647 (2018/04/12)
A novel nanohybrid catalyst was developed by assembling copper ferrite nanoparticles on carbon nanotubes. The supramolecular catalyst was applied to the one-pot azidation/1,3-dipolar cycloaddition of various substrates, at room temperature, and in an aqueous medium. The nanohybrid could also be recycled and reused by means of magnetic recovery.
