Water-soluble Cu30 nanoclusters as a click chemistry catalyst for living cell labeling via azide-alkyne cycloaddition

Cu(I)-catalyzed azide-alkyne cycloadditions(CuAAC)have gained increasing interest in the selective labeling of living cells and organisms with biomolecules.However,their application is constrained either by the high cytotoxicity of Cu(I)ions or the low activity of CuAAC in the internal space of living cells.This paper reports the design of a novel Cu-based nanocatalyst,watersoluble thiolated Cu30 nanoclusters(NCs),for living cell labeling via CuAAC.The Cu30 NCs offer good biocompatibility,excellent stability,and scalable synthesis(e.g.,gram scale),which would facilitate potential commercial applications.By combining the highly localized Cu(I)active species on the NC surface and good structural stability,the Cu30 NCs exhibit superior catalytic activities for a series of Huisgen cycloaddition reactions with good recyclability.More importantly,the biocompatibility of the Cu30 NCs enables them to be a good catalyst for CuAAC,whereby the challenging labeling of living cells can be achieved via CuAAC on the cell membrane.This study sheds light on the facile synthesis of atomically precise Cu NCs,as well as the design of novel Cu NCs-based nanocatalysts for CuAAC in intracellular bioorthogonal applications.

Microwave-assisted Synthesis of New 1,2,3-Triazoles Bearing an Isoxazole Ring by the Azide-alkyne Cycloaddition Click Chemistry

A comparison synthesis of 1,2,3-triazoles bearing isoxazole ether was developed between conventional and microwave-assisted heating. Single/donble 1,2,3-triazoles bearing isoxazole ether were synthesized by click reaction starting from substituted isoxazolyl alkyne compounds and substituted benzyl azide compounds or neopen- tylglycol diazide in the presence of copper（I） that in-aim generated. Herein, the effect of different catalysts on the yield was researched by conventional method, and the optimal catalyst was selected. The structures of all the synthe- sized compounds were confirmed by MS, FTIR, ^1H and ^13C NMR spectroscopies. Moreover, the crystal structure of 5-{[（1-benzyl-1H-1,2,3-triazol-4-yl）methoxvlmethvl}-3-（4-fluoroohenvl）isoxazole（2h） was determined.

SYNTHESIS AND CHARACTERIZATION OF TRIAZOLE CONTAINING LIQUID CRYSTALLINE POLYMERS THROUGH 1,3-DIPOLAR CYCLOADDITION POLYMERIZATION

Liquid crystalline polymers containing 1,2,3-triazole units as linking groups have been synthesized from the monomers containing triad ester diazide and flexible dialkyne ester by 1,3-cycloaddition reaction and were characterized. Click reaction of azide and alkyne functionals catalyzed by Cu(I) yielded target polyesters with 1,2,3-triazole groups.The structure of the polymer was confirmed by spectral techniques.GPC analysis reveals that the polymers have moderate molecular weight with narrow distribution.H...

Recent Advances of CuAAC Click Reaction in Building Cyclic Polymer

Cyclic polymers have attracted more and more attentions in recent years because of their unique topological structures and characteristic properties in both solution and bulk state. There are relatively few reports on cyclic polymers, partly because of the more demanding synthetic procedures. In recent years, 'click' reaction, especially Cu(I)-catalyzed azide-alkyne cycloaddition(CuAAC), has been widely utilized in the synthesis of cyclic polymer materials because of its high efficiency and low susceptibility to side reactions. In this review, we will focus on three aspects:(1) Constructions of monocyclic polymer using CuAAC 'click' chemistry;(2) Formation of complex cyclic polymer topologies through CuAAC reactions;(3) Using CuAAC 'click' reaction in the precise synthesis of molecularly defined macrocycles. We believe that the CuAAC click reaction is playing an important role in the design and synthesis of functional cyclic polymers.

A one-pot protocol for copper-mediated azide–alkyne cycloaddition using alkenyl triflate precursors

On the basis of the mild transformation of alkenyl triflates into alkynes promoted by LiCl, a one-pot protocol using alkenyl triflate precursors was developed for copper-mediated azide–alkyne cycloaddition. This protocol may provide an opportunity of sequentially click reactions for the construction of bifunctional probes in chemical biology studies.

Cu2O nanocrystals with various morphology:Synthesis,characterization and catalytic properties

Cu2O nanocubes,octahedra,spheres and truncated rhombic dodecahedral were prepared and their structural,morphological,and electronic properties were investigated by X-ray diffraction analysis.X-ray absorption near edge structure,scanning electron microscope and transmission electron microscope and X-ray absorption near edge structure.Cu2O nanocrystals were successfully employed to catalyze the 1,3-dipolar cycloaddition reaction for the synthesis of 1,4-disubstituted triazoles.Cu2O nanocubes and octahedral showed the superior catalytic performance in the cycloaddition reaction.These results reveal that crystal-plane engineering of oxide catalysts is a useful strategy for developing efficient catalysts for organic reaction.