- Synthesis, characterization and catalytic properties of tetrachlorocuprate(II) immobilized on layered double hydroxide
-
Readily prepared copper(II) immobilized on layered double hydroxide has been found to effectively catalyse the 1,3-dipolar cycloaddition (CuAAC) of a variety terminal alkynes and benzyl azides generated in situ from sodium azide and benzyl halides furnishing the corresponding 1,2,3-triazoles in excellent yields. The advantages of the protocol are short reaction time, mild reaction conditions, reusability of the catalyst and applicability to a wide range of substrates.
- Amini, Mojtaba,Nikkhoo, Mohammad,F. Farnia, S. Morteza
-
-
Read Online
- Synthesis, characterization and catalytic properties of a new binuclear copper(II) complex in the azide–alkyne cycloaddition
-
A new binuclear copper(II)–oxalate complex containing 2,9-dimethyl-1,10-phenanthroline (dmp), was synthesized via a simple and one-pot reaction. [Cu2(dmp)2(ox)Cl2]·H2O (1) was characterized by single-crystal X-ray crystallography and IR methods. The complex 1 was been used to efficiently catalyze the three-component 1,3-Dipolar cycloaddition CuAAC reaction to produce 1,4-disubstituted 1,2,3‐triazoles in good to excellent yields from aromatic or aliphatic halide, sodium azide, and acetylene in water as a green solvent with low catalyst amount.
- Akbar Khandar, Ali,Amini, Mojtaba,Ellern, Arkady,Keith Woo, L.,Sheykhi, Ayda
-
-
Read Online
- Redox Instability of Copper(II) Complexes of a Triazine-Based PNP Pincer
-
The new Cu(I) complex [Cu(PNPNTPh-Ph)Cl] (1) containing the tridentate PNP pincer ligand N,N′-bis(diphenylphosphino)-2,6-diamino-4-phenyl-1,3,5-triazine was obtained from the reaction of [Cu(SMe2)Cl]n with the ligand as ether solvate 1.0.5Et2O. 1 was independently obtained from a reaction mixture containing the ligand and the Cu(II) precursor CuCl2.2H2O in 50 % yield alongside with the Cu(II) coordination polymer [Cu(O2PPh2)2]n (2). From the reaction of Cu(NO3)2 ? 3H2O with PNPNTPh-Ph in the presence of pyridine the complexes [Cu(O2PPh2)2(Py)2(H2O)] (3), [Cu(O2PPh2)(Py)2(NO3)]2 (4), and [Cu(Py)4(NO3)2].Py (5), were obtained, 2, 3, and 4 contain diphenyl-phosphinate ligands. The underlying redox reaction of the ligand and Cu(II) yielding the oxidised ligands observed in the by-products and the Cu(I) product complex was further studied using electrochemistry and UV-vis spectroelectrochemistry. Attempts to synthesise the Cu(II) complex [Cu(PNPNTPh-Ph)(NO3)2] (6) in a mechanochemical experiment gave evidence for this unprecedented species from ESI-MS(+) and EPR spectroscopy but also revealed its very high sensitivity to air and moisture. The catalytic activity of 1 was investigated in the azide-alkyne cycloaddition yielding various 1-benzyl-4-phenyl-1H-1,2,3-triazoles. The environmentally benign (“green”) and cheap EtOH/H2O solvent mixture turned out to be very suitable. Melting points, FT-IR, and NMR spectra of the triazole products were analysed.
- Mohammadnezhad, Gholamhossein,Amirian, Ali Mohammad,G?rls, Helmar,Plass, Winfried,Sandleben, Aaron,Sch?fer, Sascha,Klein, Axel
-
-
Read Online
- 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
-
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.
- Mathew, Paulson,Sasidharan, Drishya,Rakesh, Nellickal Purushothaman
-
-
Read Online
- Copper(I) Complexes Bearing Carbenes beyond Classical N-Heterocyclic Carbenes: Synthesis and Catalytic Activity in "click Chemistry"
-
The synthesis and characterization of abnormal N-heterocyclic carbene, cyclic (alkyl)(amino)carbene, and mesoionic carbene copper(I) complexes are reported. These organometallic species are obtained via a versatile and inexpensive synthetic pathway using
- Bidal, Yannick D.,Lesieur, Mathieu,Melaimi, Mohand,Nahra, Fady,Cordes, David B.,Athukorala Arachchige, Kasun S.,Slawin, Alexandra M. Z.,Bertrand, Guy,Cazin, Catherine S. J.
-
-
Read Online
- N-heterocyclic silylene stabilized monocordinated copper(i)-arene cationic complexes and their application in click chemistry
-
Herein for the first time we report monocoordinated cationic Cu(i) complexes with unsymmetrical arenes (toluene and m-xylene) [LCu(η3-C7H8)]+[SbF6]- and [{LCu(η2-Me2C
- Parvin, Nasrina,Hossain, Jabed,George, Anjana,Parameswaran, Pattiyil,Khan, Shabana
-
-
Read Online
- Immobilized copper nanoparticles on nitrogen-rich porous activated carbon from egg white biomass: A robust hydrophilic-hydrophobic balance catalyst for click reaction
-
Biomass conversion to carbonaceous materials and their use in various applications, such as capacitors, catalyst supports, and adsorbents, have attracted considerable attention from the viewpoint of green chemistry. In this regard, chicken egg white is on
- Saeidian, Hamid,Khajeh, Saleh Vahdati,Mirjafary, Zohreh,Eftekhari-Sis, Bagher
-
-
Read Online
- Copper nanoparticles supported on CeO2 as an efficient catalyst for click reactions of azides with alkynes
-
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.
- Amini, Mojtaba,Hassandoost, Ramin,Bagherzadeh, Mojtaba,Gautam, Sanjeev,Chae, Keun Hwa
-
-
Read Online
- Dinuclear Cu(I) Halides with Terphenyl Phosphines: Synthesis, Photophysical Studies, and Catalytic Applications in CuAAC Reactions
-
Several dinuclear terphenyl phosphine copper(I) halide complexes of composition [CuX(PR2Ar′)]2 (X = Cl, Br, I; R = hydrocarbyl, Ar′ = 2,6-diarylterphenyl radical), 1-5, have been isolated from the reaction of CuX with 1 equiv of the phosphine ligand. Most
- Beltrán, álvaro,Gata, Inmaculada,Maya, Celia,Avó, Jo?o,Lima, Jo?o Carlos,Laia, César A. T.,Peloso, Riccardo,Outis, Mani,Nicasio, M. Carmen
-
-
Read Online
- Polyoxomolybdate-stabilized Cu2O nanoparticles as an efficient catalyst for the azide-alkyne cycloaddition
-
We report a simple methodology for the stabilization of Cu2O nanoparticles of size 10-30 nm on the polar pore surface of the polyoxomolybdate (NH4)12[Mo36(NO)4O108(H2O)16] ({Mo36}). For the first time, a Cu2O@{Mo36} composite has been utilized as a recyclable catalyst for the Huisgen 1,3-dipolar cycloaddition reaction of terminal alkynes, aryl/alkyl halides and NaN3 for the synthesis of 1,2,3-triazoles.
- Amini, Mojtaba,Naslhajian, Hadi,Farnia, S. Morteza F.,Kyoung Kang, Hee,Gautam, Sanjeev,Chae, Keun Hwa
-
-
Read Online
- Synthesis of Fe3O4-DOPA-Cu Magnetically Separable Nanocatalyst: A Versatile and Robust Catalyst for an Array of Sustainable Multicomponent Reactions under Microwave Irradiation
-
Abstract: Herein, we are reporting a facile route to synthesize magnetically separable copper loaded L-DOPA functionalized magnetite nanoparticles (Fe3O4-DOPA-CuNPs), which are well characterized by FT-IR, PXRD, SEM, EDAX, HRTEM, XPS, TGA and VSM techniques. This single catalyst exhibits excellent catalytic activity towards (i) synthesis of DHPMs via Biginelli reaction (ii) synthesis of imidazoles (iii) synthesis of 2-amino-4H-chromenes (iv) 1,2,3-triazole derivatives by ‘Click reaction’ under microwave irradiation (MWI). Interestingly it can be easily recovered and reused for subsequent cycles for above mentioned four important multicomponent reactions without any significant decrease in its catalytic activity. Graphical Abstract: [Figure not available: see fulltext.].
- Kumari, Mitlesh,Jain, Yachana,Yadav, Priya,Laddha, Harshita,Gupta, Ragini
-
-
Read Online
- Preparation and investigation of copper–manganese mixed oxides as a high-efficiency catalyst for the azide-alkyne 1,3-dipolar cycloaddition reaction
-
The present work is developed for the catalysis of azide-alkyne 1,3-dipolar cycloaddition reaction with the aid of copper–manganese mixed oxides nanoparticles. The Cu/MnOx nanoparticles have been synthesized by a coprecipitation procedure. Characterizatio
- Amini, Mojtaba,Salmani, Somaiyeh,Gautam, Sanjeev,Chae, Keun Hwa
-
-
Read Online
- (NHC)copper(I)-catalyzed [3+2] cycloaddition of azides and Mono- Or disubstituted alkynes
-
A versatile and highly efficient catalyst for the Huisgen cycloaddition reaction has been developed. Previously isolated or in situ generated azides yielded 1,2,3-triazoles with differently substituted alkynes in the presence of a [(NHC)CuBr] complex (NHC
- Diez-Gonzalez, Silvia,Correa, Andrea,Cavallo, Luigi,Nolan, Steven P.
-
-
Read Online
- Copper immobilized on biomimetic assembled calcium carbonate/carboxymethylcellulose hybrid: a highly active recoverable catalyst for CuAAC reactions
-
A novel copper immobilized on biomimetic assembled carboxymethylcellulose/calcium carbonate hybrid (CuII@CMC/CaCO3) as an efficient heterogeneous catalyst for the synthesis of 1,2,3-triazoles has been described herein. The fabrication of CuII@CMC/CaCO3 is accomplished through a bioinspired mineralization process using sodium carboxymethylcellulose (CMC-Na) as the template and ion exchange agent, while the metathesis, nucleation, assemble, hybridization, and immobilization of Cu(II) occurred by successful treatment with CaCl2, Na2CO3, and CuSO4 in water at room temperature. The resultant CuII@CMC/CaCO3 hybrid was well characterized by various analyses such as FT-IR, XRD, SEM, EDX, EDX-mapping, TEM, and TGA techniques. In the presence of low copper loading of CuII@CMC/CaCO3 hybrid, benzylic halides, azide, and alkynes proceeded smoothly to afford 1,4-disubstituted 1,2,3-triazoles in high yields. The catalyst can be conveniently recovered from the reaction mixture by filter and reused for at least 5 consecutive runs with a slight drop in its catalytic activity. The remarkable activity and stability of the catalyst may be attributed to the coordination of both carboxyl and hydroxyl groups of the hybrid of CMC/CaCO3.
- Zhang, Mingjuan,Xu, Jinxi,Zhang, Tianzhu,Li, Yiqun
-
-
Read Online
- Polystyrene resin-supported CuI-cryptand 22 complex: A highly efficient and reusable catalyst for three-component synthesis of 1,4-disubstituted 1,2,3-triazoles under aerobic conditions in water
-
Polystyrene resin-supported copper(I) iodide-cryptand-22 complex (PS-C22-CuI) was synthesized and characterized by FT-IR, EDX, SEM, XPS, and TG-DTA analysis. This complex was found to be a highly active and robust heterogeneous catalyst for either three-component reaction of organic halides, sodium azide, and terminal alkynes, or the reaction of organic azides and alkynes to form 1,4-disubstituted 1,2,3-triazoles in good to excellent yields at room temperature, using water as the green solvent. The catalyst can be not only easily isolated from the final product by filtration but also reused without significant loss of catalytic activity.
- Movassagh, Barahman,Rezaei, Nasrin
-
-
Read Online
- Magnetic (chitosan/laponite)-immobilized copper(II) ions: an efficient heterogeneous catalyst for azide-alkyne cycloaddition
-
Cu2+ ions immobilized on a novel magnetic chitosan-based catalytic system were prepared in combination with laponite RD. The CuII-magnetic chitosan/laponite RD (Cu-mCSLap) nanocomposite was characterized via X-ray diffraction, energy dispersive X-ray, scanning electron microscopy, and transmission electron microscopy. Further, the catalytic activity of this well-defined material was investigated in three-component CuAAC reactions to obtain 1,4-disubstituted-1,2,3-triazoles in good to excellent yields from an organic halide, sodium azide, and an alkyne using air-in-water as a green solvent.
- Mahdavinia, Gholam Reza,Soleymani, Moslem,Nikkhoo, Mohammad,Farnia, Sayed Morteza F.,Amini, Mojtaba
-
-
Read Online
- Synthesis of copper nanoparticles supported on MoO3 using Sun spurge leaf extract and their catalytic activity
-
Copper nanoparticles supported on MoO3 (Cu NPs/MoO3) were prepared by a green method using Sun spurge leaf extract. Cu NPs/MoO3 nanoparticles were characterized by X-ray diffraction analysis, energy dispersive X-ray analysis, scanning electron microscope and transmission electron microscope. The catalytic activity of this well-defined material in three-component CuAAC reactions was tested to produce 1,4-disubstituted-1,2,3-triazoles in good to excellent yields in water as a green solvent. More importantly, the catalyst can be recovered and reused efficiently up to five consecutive cycles with no significant loss of catalytic activity.
- Janmohammadi, Mohsen,Amini, Mojtaba,Sabaghnia, Naser,Akbari, Ali,Gautam, Sanjeev,Hwa Chae, Keun
-
-
Read Online
- Copper(I) iodide supported on modified cellulose-based nano-magnetite composite as a biodegradable catalyst for the synthesis of 1,2,3-triazoles
-
Nano-Fe3O4@Cellulose-NH2-CuI as a novel magnetically separable composite was prepared and fully characterized using various techniques including Fourier transform infrared, X-ray photoelectron and energy-dispersive X-ray spectroscopies, X-ray diffraction, field-emission scanning and transmission electron microscopies, thermogravimetric analysis and vibrating sample magnetometry. To obtain an appropriate structure and also to describe to some extent the different kinds of metal–ligand interactions present in the nano-Fe3O4@Cellulose-NH2-CuI composite, covalent and electrostatic interactions, density functional theory model chemistry and quantum theory of atoms in molecules method were employed, respectively. This cellulose-based heterogeneous catalyst can effectively promote the one-pot three-component reaction of a variety of terminal alkynes bearing substituted phenyls or propargylic alcohol together with substituted benzyl halides and sodium azide, so-called click reaction, in water to afford the corresponding 1,4-disubstituted 1,2,3-triazoles with improved yields and regioselectivity. The magnetic catalyst was conventionally recovered using an external magnet and reused in at least four successive runs under the optimal reaction conditions, without appreciable loss of its activity.
- Sabaqian, Samaneh,Nemati, Firouzeh,Heravi, Majid M.,Nahzomi, Hossein Taherpour
-
-
Read Online
- Silver and copper nanoparticles stabilized on ionic liquids-functionalized polyhedral oligomeric silsesquioxane (POSS): Highly active and recyclable hybrid catalysts
-
Two novel heterogeneous hybrid catalysts were successfully synthesized using octa-aminopropyl polyhedral oligomeric silsesquioxane hydrochloride salt (OA-POSS) and ionic liquids, followed by immobilization of Cu and Ag nanoparticles. The obtained hybrid catalysts, Cu@POSS-ILs and Ag@POSS-ILs, were characterized using FT-IR, SEM, EDX, TEM, XRD and TGA. Catalytic studies demonstrated that Cu@POSS-ILs was an excellent catalyst for click reaction in aqueous medium. Furthermore, Ag@POSS-ILs was also exhibited to be an active catalyst for 4-nitrophenol (4-NP) reduction. Simple preparation and easy catalysts recovery and recyclability of Cu@POSS-ILs and Ag@POSS-ILs for at least 3 and 6 runs, respectively, without loss of catalytic activity could be considered as important advantageous from catalytic application point of view.
- Akbari, Ali,Naderahmadian,Eftekhari-Sis, Bagher
-
-
Read Online
- Aminopropyl-silica-supported Cu nanoparticles: An efficient catalyst for continuous-flow Huisgen azide-alkyne cycloaddition (CuAAC)
-
Cu nanoparticles prepared by metal vapor synthesis (MVS) were immobilized on 3-aminopropyl-functionalized silica at room temperature. HRTEM analysis of the catalyst showed that the copper nanoparticles are present with mean diameters limited in the range
- Jumde, Ravindra P.,Evangelisti, Claudio,Mandoli, Alessandro,Scotti, Nicola,Psaro, Rinaldo
-
-
Read Online
- Continuous-flow azide-alkyne cycloadditions with an effective bimetallic catalyst and a simple scavenger system
-
A flow chemistry-based technique is presented herein for Cu(i)-catalyzed azide-alkyne cycloadditions with a copper on iron bimetallic system as the catalyst and iron powder as a readily available copper scavenger. The method proved to be rapid and safe as
- ?tv?s, Sndor B.,Hatoss, Gbor,Georgides, dm,Kovcs, Szabolcs,Mndity, Istvn M.,Novk, Zoltn,Fül?p, Ferenc
-
-
Read Online
- Acid-base jointly promoted copper(I)-catalyzed azide-alkyne cycloaddition
-
In this novel acid-base jointly promoted CuAAC, the combination of CuI/DIPEA/HOAc was developed as a highly efficient catalytic system. The functions of DIPEA and HOAc have been assigned, and HOAc was recognized to accelerate the conversions of the C-Cu b
- Shao, Changwei,Wang, Xinyan,Zhang, Qun,Luo, Sheng,Zhao, Jichen,Hu, Yuefei
-
-
Read Online
- Copper (I) complex of 2,9-dimethyl-1,10-phenanthroline: Synthesis, structure, and catalytic properties
-
A copper (I) complex containing 2,9-dimethyl-1,10-phenanthroline (dmph), [Cu(dmph)2]Cl·6H2O, was prepared by reaction of CuCl2·2H2O and 2,9-dimethyl-1,10-phenanthroline in an aqueous solution at pH = 11 and characterized using elemental analysis, IR, EDX and X-ray crystallography. The complex consists of a mononuclear copper (I) surrounded by four coordinating nitrogen atoms of two dmph ligands, one Cl? anion and six H2O molecules. This novel cupper (I) complex was used as a catalyst for alkyne-azide cycloaddition (CuAAC) reaction to produce several 1,2,3-triazoles in high yields. The presented catalytic system fulfils the requirements of “click chemistry” with its soft and appropriate conditions, notably in water as solvent with low catalyst amount without any co-catalyst or activator.
- Amini, Mojtaba,Najafi, Shabnam,Janczak, Jan
-
-
Read Online
- Preparation and characterization of TiO2-nanotube/Ti plates loaded Cu2O nanoparticles as a novel heterogeneous catalyst for the azide-alkyne cycloaddition
-
Cu2O-NPs/TiO2-NTs/Ti plates were fabricated via electrodeposition of Cu2O nanoparticles on TiO2 nanotubes previously formed by anodizing of titanium. Microstructure studies show that nanoparticles of Cu2O having high surface area have been deposited on the walls of as-prepared TiO2 nanotubes. The catalytic activity of plates was tested for azide-alkyne cycloaddition. The results of catalytic experiments demonstrate that the Cu2O-NPs/TiO2-NTs/Ti plate exhibits significantly enhanced catalytic activity for the azide-alkyne cycloaddition.
- Faraji, Masoud,Amini, Mojtaba,Anbari, Alireza Pourvahabi
-
-
Read Online
- Cube-octameric silsesquioxane-mediated cargo copper Schiff base for efficient click reaction in aqueous media
-
The azide-alkyne cycloaddition reaction was investigated under catalytic conditions involving a copper(II) - polyhedral oligomeric silsesquioxane (POSS) - bridged Schiff base. This material demonstrated a high catalytic activity in organic synthesis of 1,4-triazoles. No additive such as a base or a reductant was required. Finally, recoverability and reusability of the POSS-bridged Schiff base-Cu(II) catalyst was analyzed.
- Akbari, Ali,Arsalani, Nasser,Amini, Mojtaba,Jabbari, Esmaiel
-
-
Read Online
- Synthesis, characterization and catalytic properties of a copper complex containing decavanadate nanocluster, Na2[Cu(H2O)6]2{V10O28}·4H2O
-
A copper complex containing decavanadate nanocluster, Na2[Cu(H2O)6]2{V10O28}·4H2O, was prepared by reaction of Cu(NO3)2·4H2O and NH4VO3 in an aqueous solution at pH = 4 and its structure was characterized using IR, CV and X-ray crystallography. It was found to be a highly efficient and effective catalyst for the azide alkyne cycloaddition and one-pot three-component (A3) coupling of aldehydes, amines, and alkynes to produce 1,2,3-triazoles and propargylamines respectively in high yields without any co-catalyst or activator.
- Amini, Mojtaba,Nikkhoo, Mohammad,Tekantappeh, Sajjad Bahadori,Farnia, S. Morteza F.,Mahmoudi, Ghodrat,Büyükgüng?r, Orhan
-
-
Read Online
- Copper-loaded hypercrosslinked polymer decorated with pendant amine groups: A green and retrievable catalytic system for quick [3 + 2] Huisgen cycloaddition in water
-
A novel heterogeneous copper catalyst based on a 3D-network polymer containing pendant amine groups was synthesized via post-functionalization of the polymeric backbone followed by incorporation of copper(i) ions. Catalytic activity of the newly designed
- Mouradzadegun, Arash,Alsadat Mostafavi, Mahsa
-
-
Read Online
- Copper supported on MWCNT-guanidine acetic acid@Fe3O4: Synthesis, characterization and application as a novel multi-task nanocatalyst for preparation of triazoles and bis(indolyl)methanes in water
-
The synthesis of a new supported copper (Cu) nanocatalyst, with highly dispersed particles, based on magnetic guanidine acetic acid (GAA) functionalized multi-wall carbon nanotubes (MWCNT), Cu/MWCNT-GAA@Fe3O4, is reported. The synthe
- Shaabani, Ahmad,Afshari, Ronak,Hooshmand, Seyyed Emad,Tabatabaei, Azadeh Tavousi,Hajishaabanha, Fatemeh
-
-
Read Online
- Preparation and characterization of functionalized graphene oxide Cu (I) complex: A facile and reusable nanocatalyst for microwave assisted heterocyclization of alkyl halides with alkynes and sodium azide
-
In this research, preparation of functionalized graphene oxide copper (I) complex first involves a reaction of carboxylic groups on graphene oxide with the amino groups on 1,7-heptandiamine and isotoic anhydride, and subsequently treatment with copper iodide. The formed complex was characterized by Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction spectroscopy (XRD), energy dispersive X- ray (EDX) and field emission scanning electron microscopy (FE-SEM) techniques. 1,2,3-triazoles were synthesized from reaction of alkyl halides, alkynes and sodium azide catalyzed by functionalized graphene oxide copper (I) complex under microwave irradiation in excellent yields. This procedure eliminates the need to handle organic azides.
- Naeimi, Hossein,Shaabani, Rahele
-
-
Read Online
- A simple access to transition metal cyclopropenylidene complexes
-
We report the first example of BAC-Cu complex (BAC = bis(diisopropylamino)cyclopropenylidene) and its use as a carbene-transfer reagent, allowing access to Au-, Pd-, Ir- and Rh-BAC compounds. Catalytic experiments show the high activity of the [CuCl(BAC)]
- Bidal, Yannick D.,Lesieur, Mathieu,Melaimi, Mohand,Cordes, David B.,Slawin, Alexandra M. Z.,Bertrand, Guy,Cazin, Catherine S. J.
-
-
Read Online
- One-pot three-component synthesis of 1,4-disubstituted 1H-1,2,3-triazoles using green and recyclable cross-linked poly(4-vinylpyridine)-supported copper sulfate/sodium ascorbate in water/t-BuOH system
-
Cross-linked poly(4-vinylpyridine)-supported copper sulfate, [P4-VP]CuSO4 as a green and recyclable, heterogeneous catalyst in the presence of sodium ascorbate (NaAsc), is reported for the regioselective synthesis of 1,4-disubstituted-1,2,3-tri
- Karimi Zarchi, Mohammad Ali,Nazem, Fatemeh
-
-
Read Online
- Harnessing the Untapped Catalytic Potential of a CoFe2O4/Mn-BDC Hybrid MOF Composite for Obtaining a Multitude of 1,4-Disubstituted 1,2,3-Triazole Scaffolds
-
Metal-organic frameworks derived nanostructures with extraordinary variability, and many unprecedented properties have recently emerged as promising catalytic materials to address the challenges in the field of modern organic synthesis. In this contribution, the present work reports the fabrication of an intricately designed magnetic MOF composite based on Mn-BDC (manganese benzene-1,4-dicarboxylate/manganese terephthalate) microflakes via a facile and benign in situ solvothermal approach. Structural information about the as-synthesized hybrid composite has been obtained with characterization techniques such as TEM, SEM, XRD, FT-IR, AAS, EDX, ED-XRF, and VSM analysis. Upon investigation of catalytic performance, the resulting material unveils remarkable efficacy toward facile access of a diverse array of pharmaceutically active 1,2,3-triazoles from a multicomponent coupling reaction of terminal alkynes, sodium azide, and alkyl or aryl halides as coupling partners. In addition to a wide substrate scope, the catalyst with highly accessible active sites also possesses a stable catalytic metal center along with superb magnetic properties that facilitate rapid and efficient separation. The prominent feature that makes this protocol highly desirable is the ambient and greener reaction conditions in comparison to literature precedents reported to date. Further, a plausible mechanistic pathway is also proposed to rationalize the impressive potential of the developed catalytic system in the concerned reaction. We envision that findings from our study would not only provide new insights into the judicious design of advanced MOF based architectures but also pave the way toward greening of industrial manufacturing processes to tackle critical environmental and economic issues.
- Adholeya, Alok,Dutta, Sriparna,Sharma, Aditi,Sharma, Rakesh K.,Sharma, Shivani,Yadav, Sneha
-
-
Read Online
- Arylhydrazone ligands as Cu-protectors and -catalysis promoters in the azide-alkyne cycloaddition reaction
-
A series of water soluble copper(ii) complexes, [Cu(κO1O2N-H2L1)(H2O)2]·2H2O (2), [Cu(κO-H3L1)2(H2O)4] (3), [Cu(κO-H4
- Mahmoud, Abdallah G.,Guedes Da Silva, M. Fátima C.,Mahmudov, Kamran T.,Pombeiro, Armando J. L.
-
-
Read Online
- Polyvinyl alcohol-stabilized cuprous oxide particles: efficient and recyclable heterogeneous catalyst for azide-alkyne cycloaddition in water at room temperature
-
Abstract The PVA-stabilized Cu2O particles were prepared using a novel and simple rout in aqueous medium at room temperature under aerobic conditions. Initially, Cu(II) ions were fixed in PVA matrix via complex formation with OH groups, subsequ
- Hajipour, Abdol Reza,Mohammadsaleh, Fatemeh
-
-
Read Online
- In situ synthesis of a reduced graphene oxide/cuprous oxide nanocomposite: A reusable catalyst
-
A reduced graphene oxide/cuprous oxide (RGO/Cu2O) nanocomposite has been successfully synthesized applying a simple in situ reduction method using an aqueous solution of lactulose which is used simultaneously as a reducing and stabilizing agent. Lactulose, a disaccharide, has the ability to reduce both GO and CuSO4in situ under alkaline conditions. The GO and RGO/Cu2O nanocomposites are characterized using transmission electron microscopy, energy dispersive X-ray spectroscopy, field emission scanning electron spectroscopy, X-ray diffraction, Fourier-transform infrared spectroscopy and UV-vis absorption spectroscopy. The surface charge as well as stability is established by analyzing the zeta potential value. The results confirm the synthesis of the RGO/Cu2O nanocomposite and the existence of interactions between Cu2O and RGO. It is also observed that Cu2O nanoparticles with an average size of 5 nm are uniformly dispersed throughout the RGO sheets. The catalytic activity of the RGO/Cu2O nanocomposite is excellent for the 'click' reaction and remains the same for six cycles. This journal is
- Roy, Indranil,Bhattacharyya, Amartya,Sarkar, Gunjan,Saha, Nayan Ranjan,Rana, Dipak,Ghosh, Partha Pratim,Palit, Mainak,Das, Asish Ranjan,Chattopadhyay, Dipankar
-
-
Read Online
- Crosslinked chitosan nanoparticle-anchored magnetic multi-wall carbon nanotubes: A bio-nanoreactor with extremely high activity toward click-multi-component reactions
-
In the present study, we have designed a procedure for the synthesis of a bio-nanoreactor catalyst, crosslinked chitosan nanoparticle-anchored magnetic multi-wall carbon nanotubes (CS NPs/MWCNT@Fe3O4), via an in situ ionotropic gelation method. The synthesized robust nanoreactor was fully characterized. Moreover, the catalytic activity was investigated towards the click-based multi-component reactions for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones, trisubstituted imidazoles, and 1,2,3-triazoles in a green medium. Since the nanocatalyst can be recovered by applying an external magnetic field, which results in easy separation without filtration, and recycled several times without the loss of its significant activities, it shows admirable potential in reusable catalysis.
- Shaabani, Ahmad,Afshari, Ronak,Hooshmand, Seyyed Emad
-
-
Read Online
- Stoichiometric sensitivity and structural diversity in click-active copper(I) N,S-heterocyclic carbene complexes
-
A series of novel Cu(I) N,S-heterocyclic carbene (NSHC) complexes [Cu(μ-Br)(NSHC)]2, [Cu(μ-X)(NSHC)]4 (X = Br or I), [(NSHC)2Cu(μ-Br)2Cu(NSHC)], and [(NSHC) 2CuBr] have been isolated from in situ generated CuOtBu and N-substituted benzothiazolium halides and characterized by X-ray crystallography. Five structural motifs were observed, viz. MxL y where x:y = 2:2, 4:4, 2:3, 1:2 and 2:4, with Cu...Cu separation traversing over a wide range of 2.5626(7) to 3.4725(7) A distances. A preliminary investigation of the catalytic activity of these compounds indicated that the unusual mononuclear complex 6 [(NSHC) 2CuBr] is an active catalyst for the Huisgen 1,3-dipolar cycloaddition of azide and alkynes while complexes 1-5 and 7 were marginally less active. The Royal Society of Chemistry 2014.
- Han, Xiaoyan,Weng, Zhiqiang,Young, David James,Jin, Guo-Xin,Andy Hor
-
-
Read Online
- Natural phosphate-supported Cu(ii), an efficient and recyclable catalyst for the synthesis of xanthene and 1,4-disubstituted-1,2,3-triazole derivatives
-
Cu(NO3)2 supported on natural phosphate, Cu(ii)/NP, was prepared by co-precipitation and applied as a heterogeneous catalyst for synthesizing xanthenes (2-3 h, 85-97%) through Knoevenagel-Michael cascade reaction of aromatic aldehydes with 1,3-cyclic diketones in ethanol under refluxing conditions. It was further used for regioselective synthesis of 1,4-disubstituted-1,2,3-triazoles (1-25 min, 95-99%) via a three-component reaction between organic halides, aromatic alkynes and sodium azide in methanol at room temperature. The proposed catalyst, Cu(ii)/NP, was characterized using X-ray fluorescence, X-ray diffraction, Fourier-transform infrared spectroscopy, scanning electron microscopy, Brunauer-Emmett-Teller, Barrett-Joyner-Halenda and inductively coupled plasma analyses. Compared to other reports in literature, the reactions took place through a simple co-precipitation, having short reaction time (85%), and high recyclability of catalyst (>5 times) without significant decrease in the inherent property and selectivity of catalyst. The proposed protocols provided significant economic and environmental advantages.
- Amini, Abbas,Fallah, Azadeh,Cheng, Chun,Tajbakhsh, Mahmood
-
-
Read Online
- Cu-tetracatechol metallopolymer catalyst for three component click reactions and β-borylation of α,β-unsaturated carbonyl compounds
-
Phenol-metal coordination polymers are used in applications such as catalysis, sensing and separation science. In addition, combining eco-friendly conditions with economical and handling advantages of the polymeric catalyst is of interest to the community
- Joshi, Saurabh,Yip, Yong Jie,Türel, Tankut,Verma, Sandeep,Valiyaveettil, Suresh
-
-
Read Online
- Dinuclear Copper(I) complexes of phenanthrolinyl-functionalized NHC ligands
-
We have prepared a number of phenanthroline-functionalized imidazolium and triazolium salts from 2-iodo-1,10-phenanthroline and imidazole and triazole derivatives. Simple reactions of these imidazolium salts with copper powder at room temperature have aff
- Liu, Bo,Chen, Congyan,Zhang, Yuejiao,Liu, Xiaolong,Chen, Wanzhi
-
-
Read Online
- Immobilization of copper nanoparticles on WO3 with enhanced catalytic activity for the synthesis of 1,2,3-triazoles
-
In this study, a heterogeneous catalyst based on copper nanoparticles immobilized on metal oxide, WO3, was fabricated using an impregnation method as an easy and straightforward nanoparticle synthesis strategy. The successful synthesis of the n
- Amini, Mojtaba,Hajipour, Elham,Akbari, Ali,Hwa Chae, Keun
-
-
Read Online
- Solvent-free copper-catalyzed azide-alkyne cycloaddition under mechanochemical activation
-
The ball-mill-based mechanochemical activation of metallic copper powder facilitates solvent-free alkyne-azide click reactions (CuAAC). All parameters that affect reaction rate (i.e., milling time, revolutions/min, size and milling ball number) have been
- Rinaldi, Laura,Martina, Katia,Baricco, Francesca,Rotolo, Laura,Cravotto, Giancarlo
-
-
Read Online
- Synthesis, characterization, and comparison of two new copper(II)complexes containing Schiff-base and diazo ligands as new catalysts in CuAAC reaction
-
Two copper(II)complexes were synthesized through the reaction of Cu(OAc)2·H2O with a Schiff-base ligand (1-(((3,4-dichlorophenyl)imino)methyl)naphthalen-2-ol)and a diazo ligand (1-((3,4-dichlorophenyl)diazenyl)naphthalen-2-ol)in methanol. The complexes and ligands were characterized employing elemental analysis and electronic spectra. In addition, the ligands were fully characterized by using several 1D and 2D NMR techniques. Single crystal X-ray crystallography was also used for the characterization of some of these materials. Due to finding out the effect of Schiff-base and diazo ligands nature on the catalytic activity, the complexes were catalytically compared in one-pot azide-alkyne cycloaddition reaction in water. Furthermore, computational studies were performed on ligands and complexes for further understanding of the relationship between structure, bonding, and reactivity of these new materials.
- Bagherzadeh, Mojtaba,Mahmoudi, Hamed,Ataie, Saeed,Hafezi-Kahnamouei, Mohammad,Shahrokhian, Saeed,Bellachioma, Gianfranco,Vaccaro, Luigi
-
-
Read Online
- Anchoring Cu nanoparticles on functionalized multi-walled carbon nanotube for regioselective synthesis of 1,2,3-triazoles via click reaction
-
Unique properties of 1,2,3-triazoles on the one hand and necessity of usage of an efficient catalyst with fidelity in principles of green chemistry on the other hand impelled us to design and synthesis of a novel heterogeneous nanocatalyst (Cu@Arg-MWCNTs)
- Khoshnevis, Mahsa,Eshghi, Hossein
-
-
Read Online
- Synthesis of 1,4-disubstituted 1,2,3-triazoles via click reaction in micro flow reactor
-
A Cu (I)-catalyzed three-component click reaction of alkyl bromide, terminal alkyne and sodium azide was developed in micro flow reactor. Sodium ascorbate was added as additive to prevent the oxidative coupling of desired product with terminal alkyne. Und
- Lei, Ming,Hu, Ruijun,Wang, Yanguang,Zhang, Hong
-
-
Read Online
- 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
-
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.
- Khodaei, Mohammad Mehdi,Bahrami, Kiumars,Meibodi, Farhat Sadat
-
-
Read Online
- Spinel copper ferrite nanoparticles: Preparation, characterization and catalytic activity
-
The magnetic CuFe2O4 nanoparticles have been synthesized and characterized by various spectroscopic methods, including X-ray diffraction (XRD), O K, Cu and Fe K -edge X-ray absorption near edge structure (XANES), energy dispersive X-ray analysis (EDX), scanning electron microscopy (SEM) and transmission electron microscopy (TEM). The azide-alkyne cycloaddition by the reaction of various phenylacetylenes with a mixture of benzyl halides and NaN3 and also three component (A3) coupling reaction of aldehyde, alkyne and amine catalyzed by CuFe2O4 nanoparticles under aerobic conditions led to the formation of the 1,4-disubstituted-1,2,3-triazoles and propargylamines in excellent yields. The catalyst can be recovered by applying an external magnetic field for the subsequent cycloaddition reactions and reused without any tangible loss in catalytic efficiency.
- Amini, Mojtaba,Kafshdouzsani, Maryam Hosseinpour,Akbari, Ali,Gautam, Sanjeev,Shim, Cheol-Hwee,Chae, Keun Hwa
-
-
Read Online
- Synthesis of copper containing polyaniline composites through interfacial polymerisation: An effective catalyst for Click reaction at room temperature
-
Polyaniline (PANI) supported Cu (Cu/PANI) catalyst served as an efficient heterogeneous catalyst for the regioselective synthesis of 1,4-disubstituted-1H-1,2,3-triazoles via click chemistry approach. Herein, we have illustrated the development of two copp
- Chetia, Mitali,Konwar, Manashjyoti,Pegu, Biswajit,Konwer, Surajit,Sarma, Diganta
-
-
Read Online
- Functionalized graphene oxide supported copper (I) complex as effective and recyclable nanocatalyst for one-pot three component synthesis of 1,2,3-triazoles
-
Efficient, one pot three-component reaction of alkyl halides, sodium azide with terminal alkynes can be catalyzed by functionalized graphene oxide with copper(I) under thermal conditions. A series of 1,4-disubstituted 1,2,3-triazoles were obtained by this one-pot strategy. The catalyst was prepared and characterized by Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), emission scanning electron microscopy (FE-SEM) and energy dispersive X-ray (EDX). The catalyst can be reused at least five times without significant deactivation.
- Naeimi, Hossein,Shaabani, Rahele,Moradian, Mohsen
-
-
Read Online
- CuO–NiO bimetallic nanoparticles supported on graphitic carbon nitride with enhanced catalytic performance for the synthesis of 1,2,3-triazoles, bis-1,2,3-triazoles, and tetrazoles in parts per million level
-
The unification of CuCl2·2H2O and NiCl2·6H2O with the support of graphitic carbon nitride yielded to form an efficient, synergistic, bimetallic nano-catalyst CuO–NiO@g-C3N4. FT-IR, SEM, TEM
- Gajurel, Sushmita,Dam, Binoyargha,Bhushan, Mayank,Singh, L. Robindro,Pal, Amarta Kumar
-
-
- Discrete Benzotriazole-Copper(II) Complexes in Chelated and Non-Chelated Coordination Modes: Structural Analysis and Catalytic Application in Click and A3 Coupling Reactions
-
Two copper(II) complexes with benzotriazole-based ligands having pyridyl and quinolinyl arms were synthesized in good yields and characterized fully via spectroscopic and crystallographic techniques. The crystal structures of the complexes revealed differ
- Pandey, Sharmila,Mandal, Tanmoy
-
p. 1763 - 1769
(2021/05/03)
-
- Nano-magnetic-iron Oxides@choline Acetate as a Heterogeneous Catalyst for the Synthesis of 1,2,3-Triazoles
-
In this research, four cholines supported on core–shell iron oxides, Fe2O3@MgO@Ch.OAc (choline acetate), Fe2O3@MgO@Ch.OH (choline hydroxide), Fe3O4@Ch.OAc, Fe3O4@Ch.OH, were synthesized. The synthesized catalysts were tested in 1,2,3-triazoles synthesis by the reaction of nitromethane, aldehyde, and benzyl azide in EtOH as a green solvent. Among four synthesized heterogeneous catalysts, the Fe2O3@MgO@ch.OAc showed superior catalytic activity for the reaction and afforded the desired triazoles in good isolated yields under mild reaction conditions. Graphic Abstract: [Figure not available: see fulltext.]
- Heydari, Akbar,Mohammadkhani, Abolfazl
-
-
- Pyrazine Based Type-I Sensitizing Assemblies for Photoreduction of Cu(II) in ‘One-Pot Three-Component’ CuAAC Reaction Under Aerial Conditions
-
Photosensitizing assemblies of pyrazine derivative PDA have been developed which exhibit a high photostability, ‘lighted’ excited state, balanced redox potential, high transportation potential and activate oxygen via type-I pathway only. These PDA assemblies in combination with Cu(II) ions catalyze the CuAAC reaction via in situ reduction of Cu(II) ions without any reducing or stabilizing agent. The present protocol has wide substrate scope with recyclability of the catalytic system up to six catalytic cycles and is applicable to gram-scale synthesis.
- Kumar, Sourav,Kumar, Manoj,Bhalla, Vandana
-
supporting information
p. 3944 - 3950
(2021/10/19)
-
- Melamine-supported nickel oxide nanoparticles as a good alternative to conventional copper catalysts for the regioselective synthesis of triazole derivatives in water
-
Nickel oxide nanoparticles supported on melamine as a good alternative to conventional copper catalysts have been prepared and used for the regioselective synthesis of triazole derivatives in water. This catalyst can be reused several times without any si
- Hashemi, Zahra,Albadi, Jalal,Jalali, Mehdi
-
p. 5291 - 5302
(2021/08/20)
-
- vvComplexation of copper ion-containing immobilized ionic liquid in designed hierarchical-functionalized layered double hydroxide nanoreactor for azide–alkyne cycloaddition reaction
-
A novel nanoreactor containing Cu (II) ions which are well distributed throughout the ionic liquid-based designed layered double hydroxide is applied for azide–alkyne cycloaddition reaction. The synthesized nanocatalyst was fully characterized by thermogravimetry analysis, scanning electron microscopy, X-ray powder diffraction, Fourier transform infrared spectroscopy and Brunauer–Emmett–Teller analysis. The high surface area and the appropriate pore size of the synthesized-nanocatalyst make metal active centers accessible. On the other hand, the presence of ionic liquid in the inner layer of designed hierarchical-functionalized layered double hydroxide nanostructure creates a good environment for the leaching protection and stabilization of extremely dispersed copper ion-containing that results in good reusable features of the nanocatalyst for the synthesis of 1,4-disubstituted-1,2,3-triazole derivatives with excellent yields (75–96%) through an azide-alkyne [3 + 2] cycloaddition reaction.
- Afzali, Elham,Akbarzadeh, Azim,Mirjafary, Zohreh,Saeidian, Hamid
-
-
- Preparation, characterization and catalytic study of a nano-inorganic composite of CuO/NiO for the regioselective synthesis of 1,4-disubstituted-1,2,3-triazoles in water
-
In this research, a nano-inorganic composite of CuO/NiO is prepared by co-precipitation method as an efficient recyclable nanocatalyst for the regioselective synthesis of 1,4-disubstituted-1,2,3-triazoles in water. The catalyst was characterized by severa
- Albadi, Jalal,Beni, Zohreh Hashemi,Kiyani, Hamzeh
-
-
- CuSO4 nanoparticles loaded on carboxymethylcelulose/polyaniline composites: A highly efficient catalyst with enhanced catalytic activity in the synthesis of propargylamines, benzofurans, and 1,2,3-triazoles
-
A novel and efficient heterogeneous CuSO4 nanoparticles (CuSO4 NPs) immobilized on carboxymethylcellulose/polyaniline (CuSO4NPs@CMC/PANI) composites were prepared via one-pot and one-step interfacial oxidative polymerizati
- Xu, Zhian,Xu, Jinxi,Li, Yiqun
-
-
- Construction of Stable Metal–Organic Framework Platforms Embedding N-Heterocyclic Carbene Metal Complexes for Selective Catalysis
-
We report a bottom-up approach to immobilize catalysts into MOFs, including copper halides and gold chloride in a predictable manner. Interestingly, the structures of MOFs bearing NHC metal complexes maintained a similar 4-fold interpenetrated cube. They
- Kim, Hyunyong,Kim, Hyunseok,Kim, Kimoon,Lee, Eunsung
-
supporting information
p. 18687 - 18697
(2021/12/17)
-
- Resorcin[4]arene-based Cu(I) binuclear and mononuclear complexes as efficient catalysts for azide-alkyne cycloaddition reactions
-
In this study, three fascinating resorcin[4]arene-based Cu(I) complexes, named [CuCl (TPC4R)] (1), [CuBr (TPC4R)] (2), and [Cu2I2(TPC4R)] (3) were prepared by using a pyrimidine-functionalized resorcin[4]arene ligand (TPC4R). In 1 an
- Qin, Qian,Xu, Guo-Hai,Liu, Ying-Ying,Ma, Jian-Fang
-
-
- Functionalized resorcin[4]arene-based coordination polymers as heterogeneous catalysts for click reactions
-
Three distinctive coordination polymers [Cu2L2]·0.5CH3OH·1.5H2O·2CN (1), [CdCl2L]·5DMF·2CH3OH·2H2O (2) and [Cd2L(bdc)2(DMF)]·2DMF·3CH3OH·H2
- Wang, Fei-Fei,Li, Jia-Hui,Liu, Hai-Yan,Deng, Shu-Ping,Liu, Ying-Ying,Ma, Jian-Fang
-
supporting information
p. 3181 - 3187
(2021/02/26)
-
- A new amido-phosphane as ligand for copper and silver complexes. Synthesis, characterization and catalytic application for azide-alkyne cycloaddition in glycerol
-
The new sterically hindered amido-phosphane 1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane-3,7-diylbis(phenylmethanone), DBPTA (1), has been obtained via an open-cage double N-acylation of 1,3,5-triaza-7-phosphadamantane (PTA) using benzoic anhydride. DBPTA i
- Guedes Da Silva, M. Fátima C.,Mahmoud, Abdallah G.,Pombeiro, Armando J. L.
-
p. 6109 - 6125
(2021/05/19)
-
- Design, synthesis, and biological evaluation of some 1,2,3-triazole derivatives as novel amide-based inhibitors of soluble epoxide hydrolase
-
Epoxyeicosatrienoic acids (EETs) are produced by the effect of cytochrome P 450 (CYP) on arachidonic acid (AA), and have a beneficial performance to renal and cardiovascular systems. In recent decades, many new pharmacological agents have been developed t
- Nazari, Maryam,Rezaee, Elham,Shadzad, Hamid Reza,Tabatabai, Sayyed Abbas
-
p. 1738 - 1746
(2021/08/09)
-
- APPLICATION OF N-BENZYL TRYPTANTHRIN DERIVATIVE AS TRYPTOPHAN DIOXYGENASE (TDO) INHIBITOR
-
The present invention provides an application of N-benzyl tryptanthrin derivative as tryptophan dioxygenase (TDO) inhibitor, and more specifically an application of N-benzyl tryptanthrin derivative or a pharmaceutically acceptable salt thereof. Said derivative has a structural general formula as represented by formula 1, wherein each group is defined as in the specification. The derivative of the present invention has a good TDO inhibiting activity and can be used to prepare a treatment for diseases associated with TDO activity and expression.
- -
-
-
- Sequencing [3+2]-cycloaddition and multicomponent reactions: A regioselective microwave-assisted synthesis of 1,4-disubstituted 1,2,3-triazoles using ionic liquid supported Cu(II) precatalysts in methanol
-
Heterocyclic compounds with two to three nitrogen atoms play a pivotal role in the normal life cycle of a cell. Further the design and synthesis of a quality heterocyclic compound library with N-atoms as new chemical probes active, is vital in drug discov
- Saikia, Ananya Anubhav,Nishanth Rao,Das, Soumyadip,Jena, Sushovan,Rej, Sourav,Maiti, Barnali,Chanda, Kaushik
-
-
- Synthesis, Characterisation and Crystal structure of a New Cu(II)-carboxamide Complex and CuO nanoparticles as New Catalysts in the CuAAC reaction and Investigation of their Antibacterial activity
-
The bidentate carboxamide ligand N-(thiazole-2-yl) picolinamide (LH) was synthesized in the environmentally friendly ionic liquid TBAB, and the five-coordinated CuII-complex, [Cu(L)2(H2O)].CHCl3 (1) was synthesized from LH and copper(II)acetate. Cupric oxide [CuO] nanoparticles (2) have been prepared by the thermal decomposition of (1) as a new precursor at 600 °C for 3 h under air atmosphere. (1) was characterised using FT-IR spectroscopy, elemental analyses and its solid state structure was confirmed by single crystal X-ray diffraction. (2) were identified by FT-IR spectroscopy, X-ray powder diffraction, scanning electron microscopy, energy dispersive X-ray analysis and thermo-gravimetric differential thermal analyses. The electrochemical behaviour of LH and (1) has been investigated by cyclic voltammetry: irreversible CuII/I reductions were observed. The catalytic activity of (1) and (2) were evaluated in the one-pot azide–alkyne cycloaddition click reaction in water without additional agents. LH, (1) and (2) were also screened for their in vitro antibacterial activity: they showed promising antibacterial activity comparable to that of the antibiotic penicillin.
- Kiani, Mahsa,Bagherzadeh, Mojtaba,Meghdadi, Soraia,Fadaei-Tirani, Farzaneh,Babaie, Maryam,Schenk-Jo?, Kurt
-
-
- A ferrocene functionalized Schiff base containing Cu(ii) complex: Synthesis, characterization and parts-per-million level catalysis for azide alkyne cycloaddition
-
Atom economy is one of the major factors in developing catalysis chemistry. Using the minimum amount of catalyst to obtain the maximum product yield is of the utmost priority in catalysis, which drives us to use parts-per-million (ppm) levels of catalyst
- Gayen, Firdaus Rahaman,Ali, Abdul Aziz,Bora, Debashree,Roy, Saptarshi,Saha, Supriya,Saikia, Lakshi,Goswamee, Rajib Lochan,Saha, Biswajit
-
supporting information
p. 6578 - 6586
(2020/06/08)
-
- Three thiacalix[4]arene-based Cu(i) coordination polymers: Catalytic activities for azide-alkyne cycloaddition reactions and luminescence properties
-
Three new coordination polymers, [Cu2(CN)(L)(OCH3)]·CH3OH·3H2O (1), [Cu3(Br)3(L)] (2) and [Cu(I)(L)]·1.5H2O (3), have been solvothermally prepared by reacting L (5,11,17,23-tetra
- Du, Peng,Li, Jian-Fang,Liu, Ying-Ying,Ma, Jian-Fang,Xu, Guo-Hai
-
p. 3715 - 3722
(2020/04/03)
-
- Multicomponent click reactions catalysed by copper(I) oxide nanoparticles (Cu2ONPs) derived using Oryza sativa
-
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.].
- Chand, Dillip Kumar,Rai, Randhir
-
-
- 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
-
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.]
- Pourhassan, Fatemeh,Eshghi, Hossein
-
p. 1287 - 1300
(2019/11/21)
-
- Greener synthesis of 1,2,3-triazoles using a copper(i)-exchanged magnetically recoverable β-zeolite as catalyst
-
Herein, we describe the preparation and thorough characterization of a novel magnetically recoverable copper(i)-exchanged β-zeolite and its use as an efficient catalyst for the synthesis of 1,2,3-triazoles via the one-pot three-component reaction of organic halides, terminal acetylenes, and sodium azide in water. The magnetically recoverable β-zeolite could be easily separated from the reaction mixture with the aid of a magnet and reused in several consecutive reactions. Importantly, a series of characterizations studies allowed us to disclose the mechanism for the deactivation of the catalyst, and therefore to propose a method for its reactivation.
- Andrade, Floyd C. D.,Costa, Elizama R.,De Albuquerque, Danilo Yano,Ferreira, Luanne E. M.,Lima, Carolina G. S.,Lima, Thiago M.,Paix?o, Márcio W.,Schwab, Ricardo S.,Silva, Domingos S. A.,Urquieta-González, Ernesto A.
-
p. 15046 - 15053
(2020/10/02)
-
- 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
-
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
- Pazoki, Farzane,Salamatmanesh, Arefe,Bagheri, Sepideh,Heydari, Akbar
-
p. 1186 - 1195
(2019/11/16)
-
- An Efficient Mesoporous Cu-Organic Nanorod for Friedl?nder Synthesis of Quinoline and Click Reactions
-
Within the green chemistry context, heterogeneous catalysis for the synthesis of N-heterocycles from renewable resources using non-precious metals has garnered great interest in terms of economic and environmental perspectives. Herein, we present a triazine functional hierarchical mesoporous organic polymer (HMOP) with nanorod morphology together with large BET surface area ~1218 m2 g?1, huge pore volumeγτ“;6 mL g?1 and dual micro/mesopore architectures. Subsequent Cu-coordination with nitrogen atoms of the HMOP provides a robust catalyst (Cu-HMOP) to accomplish multi-step cascade reactions for preparation of N-heterocycles by different routes. For instance, the Cu-HMOP efficiently catalyzes one-pot sequential multi-step oxidative dehydrogenative coupling of 2-aminobenzyl alcohol with diverse aromatic ketones to afford corresponding quinolines in excellent isolated yields (up to 97 %). Secondly, the present catalyst exhibits good aerobic oxidative dehydrogenation activity of amines to imines. Thirdly, for “click” reaction involving azides-alkynes, the Cu-HMOP produced quantitative yield for 1,4-disubstituted 1,2,3-triazole derivatives at room temperature using water as solvent. Verification of active metal leaching by a hot filtration test as well as reusability of the retrieved Cu-HMOP catalysts shows a consistent activity in the multi-component quinoline synthesis as model reaction.
- Elavarasan, Samaraj,Bhaumik, Asim,Sasidharan, Manickam
-
p. 4340 - 4350
(2019/08/12)
-
- Method for synthesizing P-1,4- substituted triazole 1, 2, 3- in alkynylic acid (by machine translation)
-
The method comprises the following steps: adding water to a reaction bottle; adding water to 1,4 - the 1, 2, 3 - reaction flask; adding water; extracting with ethyl acetate; extracting with 1.2 ethyl acetate; 1.0 adding ethyl acetate; 0.05 drying the ethy
- -
-
Paragraph 0079-0080
(2019/12/09)
-
- 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
-
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
- Sawkmie, Micky Lanster,Paul, Dipankar,Kalita, Gitumoni,Agarwala, Khushboo,Maji, Pradip K.,Chatterjee, Paresh Nath
-
p. 3277 - 3288
(2019/11/11)
-
- Synthesis and characterization of a new poly(N–heterocyclic carbene Cu complex) immobilized on nano–silica, (CuII–NHCs)n@nSiO2, and its application as an efficient and reusable catalyst in the synthesis of benzimidazoles,
-
The present study describes the synthesis and characterization of a new poly(N–heterocyclic carbene Cu complex) immobilized on nano silica, (CuII–NHCs)n@nSiO2. The (CuII–NHCs)n@nSiO2 dendri
- Khajehzadeh, Mostafa,Moghadam, Majid,Jamehbozorgi, Saeed
-
p. 173 - 189
(2018/10/21)
-
- Copper aluminate spinel in click chemistry: An efficient heterogeneous nanocatalyst for the highly regioselective synthesis of triazoles in water
-
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.
- Kavoosi, Leila,Khalafi-Nezhad, Ali,Khalili, Dariush
-
supporting information
p. 2136 - 2142
(2019/11/25)
-
- Self-Assembled Polymeric Pyridine Copper Catalysts for Huisgen Cycloaddition with Alkynes and Acetylene Gas: Application in Synthesis of Tazobactam
-
Novel convoluted polymeric pyridine copper(I) catalysts PVPy-Cu were developed for the Huisgen cyclization of organic azides using alkynes and acetylene gas. They were readily prepared based on our molecular convolution of CuSO4·5H2O and poly(4-vinylpyridine) (PVPy) in the presence of sodium ascorbate with and without various sodium salts in water. Their structural investigation was conducted using XANES and EXAFS, as well as DFT calculation. The Huisgen cycloaddition of a variety of alkynes and acetylene gas was carried out using 100 to 800 mol ppm of Cu of PVPy-Cu in water, whose turnover numbers reached up to 10 000. This catalytic system was applied to the synthesis of tazobactam, which is an inhibitor of bacterial β-lactamases.
- Hu, Hao,Ohno, Aya,Sato, Takuma,Mase, Toshiaki,Uozumi, Yasuhiro,Yamada, Yoichi M. A.
-
supporting information
p. 493 - 498
(2019/04/30)
-
- Calix[4]arene-based polyoxometalate organic-inorganic hybrid and coordination polymer as heterogeneous catalysts for azide-alkyne cycloaddition and Knoevenagel condensation reaction
-
Based on a neutral pyridyl-functional calix[4]arene ligand (L = tetrakis [(3-pyridylmethyl)oxy]-p-tertbutylcalix[4]arene), one polyoxometalate-based organic-inorganic hybrid [Cu2L(SiW12O40)0.5]·CH3CN·
- Yue, Liu-Juan,Liu, Ying-Ying,Xu, Guo-Hai,Ma, Jian-Fang
-
p. 15871 - 15878
(2019/10/22)
-
- Water as a solvent for Ru-catalyzed click reaction: Highly efficient recyclable catalytic system for triazolocoumarins synthesis
-
A new family of Ru (III) complexes has been synthesized, characterized and their catalytic performance has been tested for alkyne–azide cycloaddition (AAC) in water under ultrasonic irradiation conditions. These complexes are found to be effective heterog
- Arafa, Wael Abdelgayed Ahmed,Nayl, Abd El-Aziz Ahmed
-
-
- Sonochemical synthesis of fluorescent 1,4-disubstituted triazoles using L-phenylalanine as an accelerator ligand in aqueous media
-
A green sonochemical protocol using L-phenylalanine as a water soluble promotor ligand has been developed for the regioselective synthesis of fluorogenic 1,4-disubstituted triazoles (3a-o) via well-known click reaction at 40 °C. L-Phenylalanine is a bioco
- Jain, Yachana,Kumari, Mitlesh,Gupta, Ragini
-
supporting information
p. 1215 - 1220
(2019/04/05)
-
- Preparation method for synthesizing 1,4-substituted 1,2,3-triazole from organic azide and terminal alkynes
-
The invention belongs to the technical field of nitrogen-containing compound preparation, discloses a preparation method for synthesizing 1,4-substituted 1,2,3-triazole from organic azide and terminalalkynes, provides a method which is used for preparing
- -
-
Paragraph 0062; 0063
(2019/12/25)
-
- CuI/L-proline catalyzed click reaction in glycerol for the synthesis of 1,2,3-triazoles
-
Despite the apparent simplicity of the copper(I) iodide catalyzed CuAAC reaction, the conversion of the catalytic species, i.e. Cu(I) to thermodynamically more stable Cu(II), via aerial oxidation or disproportionation is a major issue. To stabilize the Cu
- Pasupuleti, Bala Gangadhar,Bez, Ghanashyam
-
p. 142 - 146
(2018/12/11)
-
- Ag2CO3-catalyzed cycloaddition of organic azides onto terminal alkynes: A green and sustainable protocol accelerated by aqueous micelles of CPyCl
-
Using catalytic amount of Ag2CO3 a simple, efficient and copper free green protocol has been developed to synthesize 1,4-disubstituted 1,2,3-triazoles regioselectively. Here, the cationic surfactant, cetylpyridinium chloride (CPyCl) in water provides a micellar media and accelerates the subsequent Ag(I)-catalysed azide-alkyne cycloaddition (AgAAC) reaction by increasing the concentration of reactants in the micellar pseudophase. Our method is found to be environmentally friendly from E-factor measurement. The surfactant, CPyCl is found to be nontoxic.
- Sultana, Jasmin,Khupse, Nageshwar D.,Chakrabarti, Srijita,Chattopadhyay, Pronobesh,Sarma, Diganta
-
p. 1117 - 1121
(2019/03/26)
-
- Cu(I) coordination polymer based on pyridyl-functionalized resorcin[4]arene: Selective detection of Cr2O72?, MnO4? and nitrobenzene and efficient catalyst for azide–alkyne cycloaddition reaction
-
In this work, a novel Cu(I) coordination polymer, Cu2LBr2 (1) based on a pyridyl-functionalized resorcin[4]arene [L = (2,8,14,20-tetraethyl-4,10,16,22-tetra kis((2-pyridylmethylene)oxy)-6,12,18,24-tetramethoxy-resorcin[4]arene)] has
- Liu, Yan-Li,Yan, Lei,Liu, Ying-Ying,Xu, Guo-Hai,Shi, Wen-Jing,Ma, Jian-Fang
-
p. 499 - 505
(2018/12/11)
-
- Polyoxometalate-Bridged Cu(I)- And Ag(I)-Thiacalix[4]arene Dimers for Heterogeneous Catalytic Oxidative Desulfurization and Azide-Alkyne "click" Reaction
-
Two remarkable polyoxometalate-bridged Cu(I)- and Ag(I)-thiacalix[4]arene dimers, namely, [Cu4(SiW12O40)(L)2(DMF)2]·2EtOH·DMF (1-Cu) and [Ag4(PMo12O40)(L)2]·OH (1-Ag), were prepared by using a new thiacalix[4]arene, metal cation and polyoxometalate (L = tetra[2-(ethylthio)-1-methyl-1H-imidazole]-thiacalix[4]arene). In 1-Cu and 1-Ag, two thiacalix[4]arenes were linked together by one [SiW12O40]4- or [PMo12O40]3- anion via two metal cations to give a molecular dimer. Further, adjacent dimers were extended into a high-dimensional supramolecular architecture through hydrogen bonds. Markedly, these molecular dimers are exceedingly stable in organic solvents and then were employed as efficient catalysts for catalytic oxidation desulfurization as well as the azide-alkyne "click" reaction.
- Yu, Ming-Yue,Guo, Ting-Ting,Shi, Xiao-Chuan,Yang, Jin,Xu, Xianxiu,Ma, Jian-Fang,Yu, Zhen-Tao
-
p. 11010 - 11019
(2019/08/26)
-