1007604-01-4Relevant articles and documents
Copper-catalyzed huisgen and oxidative huisgen coupling reactions controlled by polysiloxane-supported amines (AFPs) for the divergent synthesis of triazoles and bistriazoles
Zheng, Zhan-Jiang,Ye, Fei,Zheng, Long-Sheng,Yang, Ke-Fang,Lai, Guo-Qiao,Xu, Li-Wen
, p. 14094 - 14099,6 (2012)
An interesting example of a divergent catalysis with a copper(I) and amine-functional macromolecular polysiloxanes system was successfully presented in click chemistry. In this manuscript, we demonstrate the remarkable ability of the secondary amine-functional polysiloxane to induce oxidative coupling in the copper-mediated Huisgen reactions of azides and alkynes, thereby achieving good yields and selectivities. The click reactions mediated by a polysiloxane-supported secondary amine allow the preparation of novel heterocyclic compounds, that is, bistriazoles. Comparably, it is also surprising that the use of a diamine-functional polysiloxane as ligand led to a classic Huisgen [3+2] cycloaddition in excellent yields. From the results of the present amine-functional polysiloxanes-controlled Huisgen reaction or oxidative Huisgen coupling reaction to divergent products and the proposed mechanism, we suggested that the mononuclear bistriazole-copper complex stabilized and dispersed by the secondary amine-functional polysiloxane was beneficial to prevalent the way to oxidative coupling. Copyright
Highly Stable Copper(I)–Thiacalix[4]arene-Based Frameworks for Highly Efficient Catalysis of Click Reactions in Water
Wang, Xue-Xia,Yang, Jin,Xu, Xianxiu,Ma, Jian-Fang
, p. 16660 - 16667 (2019)
Environmentally friendly metal–organic frameworks (MOFs) have gained considerable attention for their potential use as heterogeneous catalysts. Herein, two CuI-based MOFs, namely, [Cu4Cl4L]?CH3OH?1.5 H2/su
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 (2020)
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
Truncated concave octahedral Cu2O nanocrystals with {: Hkk } high-index facets for enhanced activity and stability in heterogeneous catalytic azide-alkyne cycloaddition
Zhao, Zelun,Wang, Xue,Si, Jiaqi,Yue, Chengtao,Xia, Chungu,Li, Fuwei
, p. 832 - 837 (2018)
We report a facile synthesis of Cu2O truncated concave octahedral nanocrystals mainly with {511} high-index facets in a system of oil in water emulsion. In azide-alkyne cycloaddition with water as a green solvent, Cu2O truncated conc
Insight into the Mechanism of the CuAAC Reaction by Capturing the Crucial Au4Cu4-π-Alkyne Intermediate
Fang, Yaping,Bao, Kang,Zhang, Peng,Sheng, Hongting,Yun, Yapei,Hu, Shu-Xian,Astruc, Didier,Zhu, Manzhou
, p. 1768 - 1772 (2021)
The classic Fokin mechanism of the CuAAC reaction of terminal alkynes using a variety of Cu(I) catalysts is well-known to include alkyne deprotonation involving a bimetallic σ,π-alkynyl intermediate. In this study, we have designed a CNT-supported atomica
A Highly Efficient Single-Chain Metal-Organic Nanoparticle Catalyst for Alkyne-Azide "click" Reactions in Water and in Cells
Bai, Yugang,Feng, Xinxin,Xing, Hang,Xu, Yanhua,Kim, Boo Kyung,Baig, Noman,Zhou, Tianhui,Gewirth, Andrew A.,Lu, Yi,Oldfield, Eric,Zimmerman, Steven C.
, p. 11077 - 11080 (2016)
We show that copper-containing metal-organic nanoparticles (MONPs) are readily synthesized via Cu(II)-mediated intramolecular cross-linking of aspartate-containing polyolefins in water. In situ reduction with sodium ascorbate yields Cu(I)-containing MONPs that serve as highly efficient supramolecular catalysts for alkyne-azide "click chemistry" reactions, yielding the desired 1,4-adducts at low parts per million catalyst levels. The nanoparticles have low toxicity and low metal loadings, making them convenient, green catalysts for alkyne-azide "click" reactions in water. The Cu-MONPs enter cells and perform efficient, biocompatible click chemistry, thus acting as intracellular nanoscale molecular synthesizers.
Copper(I)–Caffeine Complex Immobilized on Silica-Coated Magnetite Nanoparticles: A Recyclable and Eco-friendly Catalyst for Click Chemistry from Organic Halides and Epoxides
Salamatmanesh, Arefe,Kazemi Miraki, Maryam,Yazdani, Elahe,Heydari, Akbar
, p. 3257 - 3268 (2018)
Abstract: Copper(I)–caffeine complex immobilized on silica-coated magnetite nanoparticles was successfully synthesized and fully characterized by analyzing FT-IR, X-ray diffraction, scanning electron microscopy, energy-dispersive X-ray, inductively couple
Water as a solvent for Ru-catalyzed click reaction: Highly efficient recyclable catalytic system for triazolocoumarins synthesis
Arafa, Wael Abdelgayed Ahmed,Nayl, Abd El-Aziz Ahmed
, (2019)
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
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)
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
Calix[4]arene-based polyoxometalate organic-inorganic hybrid and coordination polymer as heterogeneous catalysts for azide-alkyne cycloaddition and Knoevenagel condensation reaction
Yue, Liu-Juan,Liu, Ying-Ying,Xu, Guo-Hai,Ma, Jian-Fang
, p. 15871 - 15878 (2019)
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·
A Nanosized Propeller-like Polyoxometalate-linked Copper(I)-Resorcin[4]arene for Efficient Catalysis
Guo, Ting-Ting,Ma, Jian-Fang,Xiong, Yan-Ling,Yang, Jin,Yu, Ming-Yue
, p. 15402 - 15409 (2020)
The design and assembly of polyoxometalate-resorcin[4]arene-based metal-organic molecular materials are particularly attractive for their elegant structures and potential functions. By applying a newly designed resorcin[4]arene ligand (TPC4R-II), a copper(I)-coordinated polyoxometalate-based metal-organic molecular material, namely, [CuI6(Br)3(TPC4R-II)3(PMo12O40)]·8H2O (1), was rationally assembled. Three copper(I)-coordinated resorcin[4]arenes are held together by a central [PMo12O40]3- to yield a supramolecular propeller. 1 features efficient catalytic performances for oxidation desulfurization (ODS) and azide-alkyne cycloaddition (AAC) reactions. This work affords a feasible method for the nanosized polyoxometalate-based metal-resorcin[4]arene assemblies by well combinating two types of large composites as well as low coordination metal cations.
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
Gajurel, Sushmita,Dam, Binoyargha,Bhushan, Mayank,Singh, L. Robindro,Pal, Amarta Kumar
, (2021/12/09)
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
A new amido-phosphane as ligand for copper and silver complexes. Synthesis, characterization and catalytic application for azide-alkyne cycloaddition in glycerol
Guedes Da Silva, M. Fátima C.,Mahmoud, Abdallah G.,Pombeiro, Armando J. L.
, p. 6109 - 6125 (2021/05/19)
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