1237683-33-8Relevant academic research and scientific papers
A copper(ii) metal-organic hydrogel as a multifunctional precatalyst for CuAAC reactions and chemical fixation of CO2 under solvent free conditions
Karan, Chandan Kumar,Sau, Mohan Chandra,Bhattacharjee, Manish
, p. 1526 - 1529 (2017)
A copper(ii) metal-organic hydrogel has been synthesised and characterised. This hydrogel is an efficient, reusable precatalyst for CuAAC reactions and chemical fixation of CO2 under solvent free conditions.
Base-Induced Highly Regioselective Synthesis of N2-Substituted 1,2,3-Triazoles under Mild Conditions in Air
Ji, Jian,Guan, Cong,Wei, Qinghua,Chen, Xuwen,Zhao, Yun,Liu, Shunying
supporting information, p. 132 - 136 (2022/01/04)
We developed a highly regioselective base-induced synthesis of N2-substituted 1,2,3-triazoles from N-sulfonyl-1,2,3-triazoles and alkyl bromides/alkyl iodides at room temperature. We propose an SN2-like mechanistic pathway to explain the high N2-regioselectivity. The protocol features a broad substrate scope and generates products in good to excellent yields (72–90%).
Copper-Catalyzed Four-Component Cascade Reaction for the Construction of Triazoles Bearing β-Hydroxy Chalcogenides
Wang, Xiang-Xiang,Sun, Bo-Xun,Zhao, Zhi-Wei,Chen, Xin,Xia, Wen-Jin,Shen, Yuehai,Li, Ya-Min
supporting information, p. 165 - 171 (2021/10/19)
A copper-catalyzed four-component cascade reaction for the preparation of triazoles bearing β-hydroxy chalcogenides from terminal alkynes, azides, epoxides, and Se/K2S is reported. The present reaction proceeds under mild conditions, and exhibits a good functional group compatibility. A possible mechanism is proposed. (Figure presented.).
Construction of Stable Metal–Organic Framework Platforms Embedding N-Heterocyclic Carbene Metal Complexes for Selective Catalysis
Kim, Hyunyong,Kim, Hyunseok,Kim, Kimoon,Lee, Eunsung
supporting information, p. 18687 - 18697 (2021/12/17)
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
A Copper(I)-Mediated Tandem Three-Component Synthesis of 5-Allyl-1,2,3-triazoles
Dutta, Palash,Lee, Soyun,Ryu, Jae-Sang,Song, Yoona
, p. 744 - 754 (2020/02/25)
A copper(I)-mediated tandem three-component reaction using alkynes, azides, allyl iodides, CuI and NaNH 2 is developed. The reactions proceed smoothly at room temperature to afford 5-allyl-1,2,3-triazoles, which can be further converted into 1,2,3-triazole-fused tricyclic scaffolds. This method features an efficient one-pot cascade route using commercial alkynes and affords the corresponding 5-allyl-1,2,3-triazoles with high yields and good selectivity under mild reaction conditions.
Visible-Light-Mediated Click Chemistry for Highly Regioselective Azide–Alkyne Cycloaddition by a Photoredox Electron-Transfer Strategy
Wu, Zheng-Guang,Liao, Xiang-Ji,Yuan, Li,Wang, Yi,Zheng, You-Xuan,Zuo, Jing-Lin,Pan, Yi
, p. 5694 - 5700 (2020/04/24)
Click chemistry focuses on the development of highly selective reactions using simple precursors for the exquisite synthesis of molecules. Undisputedly, the CuI-catalyzed azide–alkyne cycloaddition (CuAAC) is one of the most valuable examples of click chemistry, but it suffers from some limitations as it requires additional reducing agents and ligands as well as cytotoxic copper. Here, we demonstrate a novel strategy for the azide–alkyne cycloaddition reaction that involves a photoredox electron-transfer radical mechanism instead of the traditional metal-catalyzed coordination process. This newly developed photocatalyzed azide–alkyne cycloaddition reaction can be performed under mild conditions at room temperature in the presence of air and visible light and shows good functional group tolerance, excellent atom economy, high yields of up to 99 %, and absolute regioselectivity, affording a variety of 1,4-disubstituted 1,2,3-triazole derivatives, including bioactive molecules and pharmaceuticals. The use of a recyclable photocatalyst, solar energy, and water as solvent makes this photocatalytic system sustainable and environmentally friendly. Moreover, the azide–alkyne cycloaddition reaction could be photocatalyzed in the presence of a metal-free catalyst with excellent regioselectivity, which represents an important development for click chemistry and should find versatile applications in organic synthesis, chemical biology, and materials science.
Tailor-Made Polydiacetylene Micelles for the Catalysis of 1,3-Dipolar Cycloadditions in Water
Kumar, Ramar Arun,Jawale, Dhanaji V.,Oheix, Emmanuel,Geertsen, Valérie,Gravel, Edmond,Doris, Eric
supporting information, p. 4425 - 4431 (2020/09/11)
A colloidal catalyst was developed by complexation of copper chloride in polydiacetylene micelles. The latter were designed to accommodate and stabilize copper salts, by providing a suitable ligand environment. Micelles were valorized as nanoreactors for
LOW PRESSURE NANOWIRE MEMBRANE FOR CATALYTIC REACTIONS AND METHODS OF MAKING AND USING THE SAME
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Paragraph 0023; 0031; 0090-0091; 0096, (2020/08/25)
In embodiments a metal or metal alloy nanowires are assembled into a nanoporous membrane that can be used in methods for catalyzing various reactions under low pressures and achieving high flow rate of the reactions. In embodiments, the membranes of the d
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.
Azide-alkyne cycloaddition reactions in water: Via recyclable heterogeneous Cu catalysts: Reverse phase silica gel and thermoresponsive hydrogels
Lim, Minkyung,Lee, Heejin,Kang, Minseok,Yoo, Woncheol,Rhee, Hakjune
, p. 6152 - 6159 (2018/02/14)
Functionalized reverse phase silica gel and thermoresponsive hydrogels were synthesized as heterogeneous catalysts supports. Cu(i) and Cu(ii) catalysts immobilized onto two types of supports were prepared and characterized. The copper catalyzed azide-alkyne cycloaddition was performed in water via a one-pot reaction and yielded good results. These catalysts are air stable and reusable over multiple uses.
