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Click chemistry is an approach to chemical synthesis that emphasizes efficiency, simplicity, selectivity, and modularity in chemical processes used to join molecular building blocks. It includes both the development and use of "click reactions", a set of simple, biocompatible chemical reactions that meet specific criteria like high yield, fast ...
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.".
Isotopic enrichment from an initial isotopic distribution of 63 Cu and 65 Cu was studied in isotope crossover experiments recently carried out by V.V. Fokin on copper(I)-catalyzed azide-alkyne cycloadditions. The results of these experiments lead to the conclusion that the catalytic cycle of this important click reaction involves a dinuclear ...
The addition of Grignard reagents to alkynes is facilitated by a catalytic amount of copper halide. Transmetalation to copper and carbocupration are followed by transmetalation of the product alkene back to magnesium. The addition is syn unless a coordinating group is nearby in the substrate, in which case the addition becomes anti and yields ...
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.
Copper(I) azide is an inorganic chemical compound with the formula CuN 3. It is composed of a copper cation ( Cu + ) and an azide anion ( N − 3 ). Properties
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.