126800-06-4

Upstream product

• 1680-44-0 4-phenyl-1H-1,2,3-triazole 
• 612-23-7 2-nitrobenzyl chloride 
• 536-74-3 phenylacetylene 
• 3958-60-9 2-nitrophenylmethyl bromide 
• 95668-86-3 1-(azidomethyl)-2-nitrobenzene 

Relevant academic research and scientific papers

A microwave-assisted click chemistry synthesis of 1,4-disubstituted 1,2,3-triazoles via a copper(I)-catalyzed three-component reaction

(Chemical Equation Presented) A microwave-assisted three-component reaction was used to prepare a series of 1,4-disubstituted-1,2,3-triazoles from corresponding alkyl halides, sodium azide, and alkynes. This procedure eliminates the need to handle organic azides, as they are generated in situ, making this already powerful click process even more user-friendly and safe.

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.

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

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.

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

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.].

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

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.

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.

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