Components that click: A large number of diverse dendrimers (see scheme) was prepared in almost quantitative yield by the click‐chemistry transformation described in the title. In some cases filtration or solvent extraction was the only method required for purification in this highly efficient construction of the triazole units of the dendrimers.
Dendrimers containing 1,4-triazole linkages between each generation were grown divergently via the Click chemistry inspired Huisgen 1,3-dipolar cycloaddition reaction in the presence of a Cu(I) catalyst. The monomeric unit (1-propargylbenzene-3,5-dimethanol) contained the alkyne functionality, while the core (1,2-bis(2-azidoethoxy)ethane) and growing dendrimers presented the azide groups necessary for this type of Click reaction. The first generation dendrimer was also functionalized with alkyne termini to demonstrate an alternative pathway allowed by this chemistry. Synthesis and characterization, with infrared (IR), 1 H and 13 C NMR spectroscopies, high-resolution mass spectrometry, gel permeation chromatography (GPC), differential scanning calorimetry (DSC), and thermogravimetric analysis (TGA), are reported for these divergently grown dendrimers.
Structural diversity is possible in dendrimer syntheses based on the highly efficient construction of triazoles from functionalized azides and alkynes. In their Communication on page 3928 ff., V. V. Fokin et al. describe the application of this CuI‐catalyzed transformation, which proceeds in near‐quantitative yields even to the third and fourth generation.
Strukturelle Diversität ist bei Dendrimersynthesen möglich, die auf dem hoch effizienten Aufbau von Triazolen aus funktionalisierten Aziden und Alkinen beruhen. In ihrer Zuschrift auf S. 4018 ff. beschreiben V. V. Fokin et al. die Anwendung dieser Cu I -katalysierten Umwandlung, die bis zur dritten und vierten Dendrimergeneration nahezu quantitativ verläuft.
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