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Click chemistry is an approach to chemical synthesis that ... [14] click reaction is the copper-catalyzed reaction of an azide with an alkyne to form a 5 ...
The utility of the Cu(I)-catalyzed click reaction has also been demonstrated in the polymerization reaction of a bis-azide and a bis-alkyne with copper(I) and TBTA to a conjugated fluorene based polymer. [8] The degree of polymerization easily exceeds 50. With a stopper molecule such as phenyl azide, well-defined phenyl end-groups are obtained.
In 2019, Sharpless was awarded the Priestley medal, the American Chemical Society's highest honor, for "the invention of catalytic, asymmetric oxidation methods, the concept of click chemistry and development of the copper-catalyzed version of the azide-acetylene cycloaddition reaction.".
Unlike CuAAC, Cu-free click chemistry has been modified to be bioorthogonal by eliminating a cytotoxic copper catalyst, allowing reaction to proceed quickly and without live cell toxicity. Instead of copper, the reaction is a strain-promoted alkyne-azide cycloaddition (SPAAC). It was developed as a faster alternative to the Staudinger ligation ...
Isaacs works on copper-catalyzed reactions using click chemistry, particularly , the copper-catalyzed cycloaddition of sulfonyl azides and terminal alkynes (CuAAC) and differential fragmentation of the resulting 1,2,3-triazole generates ketenimines and rhodium carbenoids which readily engage with a variety of nucleophiles to gain access to heterocycles of interest to the synthetic community.
The 1,3-dipolar cycloaddition is a chemical reaction between a 1,3-dipole and a dipolarophile to form a five-membered ring. The earliest 1,3-dipolar cycloadditions were described in the late 19th century to the early 20th century, following the discovery of 1,3-dipoles.
Although copper complexes (in combination with relevant ligands) have long been used as catalysts for organic reactions such as atom transfer radical addition (ATRA) and copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC), copper complex catalyzed RDRP was not reported until 1995 when Jin-Shan Wang and Krzysztof Matyjaszewski introduced it as atom transfer radical polymerization (ATRP).
2.1 Copper-catalyzed multicomponent coupling. ... Unlike click chemistry which generates 1,4-triazoles as products, in this case a Cu(I) catalyst, sulfonyl azide and ...
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