Cu(I)-Catalyzed Click Chemistry in Glycoscience and Their Diverse Applications

Chemical Reviews, Journal Year: 2021, Volume and Issue: 121(13), P. 7638 - 7956

Published: June 24, 2021

Copper(I)-catalyzed 1,3-dipolar cycloaddition between organic azides and terminal alkynes, commonly known as CuAAC or click chemistry, has been identified one of the most successful, versatile, reliable, modular strategies for rapid regioselective construction 1,4-disubstituted 1,2,3-triazoles diversely functionalized molecules. Carbohydrates, an integral part living cells, have several fascinating features, including their structural diversity, biocompatibility, bioavailability, hydrophilicity, superior ADME properties with minimal toxicity, which support increased demand to explore them versatile scaffolds easy access diverse glycohybrids well-defined glycoconjugates complete chemical, biochemical, pharmacological investigations. This review highlights successful development chemistry in emerging areas glycoscience, synthesis triazole appended carbohydrate-containing molecular architectures (mainly glycohybrids, glycoconjugates, glycopolymers, glycopeptides, glycoproteins, glycolipids, glycoclusters, glycodendrimers through forming bio-orthogonal coupling protocols). It discusses widespread applications these glycoproducts enzyme inhibitors drug discovery development, sensing, gelation, chelation, glycosylation, catalysis. also covers impact provides future perspectives on its role various disciplines science technology.

Language: Английский

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“Killing two birds with one stone”: A fluorescent hybrid nanoparticle modified with BODIPY for efficiently detection and removal of toxic Cu (II) ion from aqueous solutions

The Science of The Total Environment, Journal Year: 2022, Volume and Issue: 845, P. 157170 - 157170

Published: July 9, 2022

Language: Английский

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Recent Advances in Copper-Based Solid Heterogeneous Catalysts for Azide–Alkyne Cycloaddition Reactions

International Journal of Molecular Sciences, Journal Year: 2022, Volume and Issue: 23(4), P. 2383 - 2383

Published: Feb. 21, 2022

The copper(I)-catalyzed azide−alkyne cycloaddition (CuAAC) reaction is considered to be the most representative ligation process within context of “click chemistry” concept. This CuAAC reaction, which yields compounds containing a 1,2,3-triazole core, has become relevant in construction biologically complex systems, bioconjugation strategies, and supramolecular material sciences. Although many reactions are performed under homogenous conditions, heterogenous copper-based catalytic systems gaining exponential interest, relying on easy removal, recovery, reusability catalytically copper species. present review covers recently developed copper-containing solid that use inorganic/organic hybrid supports, have been used promoting reactions. Due demand for 1,2,3-triazoles as non-classical bioisosteres framework-based drugs, promoted by catalysts greatly improved recovery removal species, usually simple filtration. In so doing, solving toxicity issue regarding particles biological interest achieved. protocol also expected produce practical chemical accessing such an industrial scale.

Language: Английский

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Green synthesis of 1,4-disubstituted 1,2,3-triazoles: a sustainable approach

Green Chemistry, Journal Year: 2023, Volume and Issue: 26(4), P. 1725 - 1769

Published: Dec. 27, 2023

The synthesis of 1,4-disubstituted 1,2,3-triazoles, showcasing advancements in sustainable methodologies, emphasizing green solvents, catalysts, and innovative technologies, while addressing associated challenges future prospects.

Language: Английский

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Chemical CO₂ fixation by a heterogenised Zn(ii)-hydrazone complex

RSC Advances, Journal Year: 2025, Volume and Issue: 15(8), P. 5977 - 5988

Published: Jan. 1, 2025

Synthesis and characterization of a heterogeneous catalyst based on silica supported Zn( ii )–hydrazone complex its activity in the chemical CO 2 fixation reaction have been reported.

Language: Английский

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Cu-Modified Magnetic Creatine as an Efficient Catalyst for Regioselective Preparation of 1,2,3-Triazoles Derivatives

Polycyclic aromatic compounds, Journal Year: 2022, Volume and Issue: 43(4), P. 3240 - 3256

Published: April 29, 2022

The present study focuses on Fe3O4@Creatine@Cu catalyzed one three-component reaction called "click reaction" to synthesize 1,2,3-triazoles. Therefore, a mild and green synthesis was developed for 1,3-dipolar cycloaddition reactions of several various azides alkynes. This is strong synthetic instrument in the creation heterocyclic ring, with wide usages fields. Creatine derivative functional groups were linked magnetic nanostructure as an efficient ligand by high amounts oxygen nitrogen improve catalyst action. Afterwards, Cu(II) ions attached surface creatine structure gain last catalyst; then, this characterized using some analysis methods, including scanning electron microscopy (SEM), Fourier transform infrared spectroscopy (FT-IR), thermogravimetric (TGA), X-ray diffraction (XRD), energy-dispersive (EDX). recycled performed five times without any considerable decrease catalytic properties efficiency. Significant advantages procedure include speed, condition, reusability, yield, affordability which make method attractive.

Language: Английский

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Green solvent free epoxidation of olefins by a heterogenised hydrazone-dioxidotungsten(vi) coordination compound

RSC Advances, Journal Year: 2022, Volume and Issue: 12(8), P. 4813 - 4827

Published: Jan. 1, 2022

In this study the solvent free catalytic oxidation of olefins by a new silica supported hydrazone-dioxidotungsten( vi ) coordination compound is investigated.

Language: Английский

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Green carbon–carbon homocoupling of terminal alkynes by a silica supported Cu(ii)-hydrazone coordination compound

Dalton Transactions, Journal Year: 2022, Volume and Issue: 52(2), P. 421 - 433

Published: Nov. 29, 2022

A Cu(II) complex, [Cu(HL)(NO3)(CH3OH)]·CH3OH (1), was obtained by the reaction of Cu(NO3)2·3H2O and H2L in methanol solvent (H2L is (E)-4-amino-N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide). compound 1 were characterized various spectroscopic analyses molecular structure determined single-crystal X-ray analysis. The results indicated product a mononuclear complex contains free NH2 functional group on ligand. used for preparation heterogeneous catalyst supporting it functionalized silica gel. (Si-Cu) prepared an amidification with resulting silica-supported TGA, FT-IR, EPR, DRS, EDS, XRD, SEM XPS analyses. Si-Cu employed carbon-carbon coupling effects amount temperature investigated catalytic coupling. one products reactions (C16H22O2, CP1) analysis, which proved formation C-C bond production di-acetylene homocoupling terminal alkyne. This system stable can be reused without significant change its activity.

Language: Английский

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Selective oxidation of benzyl alcohols by silica‐supported heterogeneous catalyst containing dioxidotungsten(VI) core

Applied Organometallic Chemistry, Journal Year: 2022, Volume and Issue: 37(2)

Published: Oct. 22, 2022

A dioxidotungsten(VI) complex, [WO 2 L(CH 3 OH)]·0.5(CH OH) ( 1 ), was prepared by the reaction of WCl 6 and tridentate ONO‐donor Schiff base ligand H L ) that obtained from 2‐hydroxy‐1‐naphthaldehyde with 4‐aminobenzoic hydrazide. Both were characterized various analyses including nuclear magnetic resonance (NMR), Fourier transform infrared spectroscopy (FT‐IR) UV–Vis spectroscopy, elemental analysis. Single crystal X‐ray analysis used to determine structure which revealed there is a free ‐NH group in its structure. Therefore, heterogeneous catalyst supporting on propionyl chloride‐functionalized silica gel. The synthesized supported Si‐W diffuse reflectance (DRS), thermogravimetric (TGA), FT‐IR, scanning electron microscope (SEM), photoelectron (XPS), energy‐dispersive (EDS), powder diffraction (XRD) analyses. utilized oxidation benzyl alcohol derivatives O under reflux condition at air atmosphere. effects concentration oxidant, temperature, nature solvent catalytic performance resulting compound investigated results indicated they have considerable effect activity selectivity . recovered several times reused for reaction. FT‐IR SEM, TGA, EDS, XRD are no differences between fresh one. show complex active stable benzylic alcohols depends condition.

Language: Английский

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Copper supported modified magnetic carrageenan as a bio-based catalyst for the synthesis of novel scaffolds bearing the 1,2,3-triazole unit through the click reaction

Nanoscale Advances, Journal Year: 2024, Volume and Issue: 6(9), P. 2337 - 2349

Published: Jan. 1, 2024

Design of a novel library new 1,2,3-triazole-attached phenyl acetamides via molecular hybridization propargyl and phenylacetamide derivatives using copper-supported modified magnetic carrageenan as green heterogeneous catalyst.

Language: Английский

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