Ultra-Fast Dendritic Growth Based on the Grafting of Fullerene Hexa-Adduct Macromonomers onto a Fullerene Core
A fullerene hexa‐adduct building block bearing an azide functionality was prepared in six steps, and grafted onto a central fullerene core under copper‐catalyzed azide–alkyne cycloaddition conditions. The resulting tridecafullerene derivative is a first generation dendrimer with 132 peripheral ethyl...
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Veröffentlicht in: | European journal of organic chemistry 2016-06, Vol.2016 (16), p.2882-2887 |
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Sprache: | eng |
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Zusammenfassung: | A fullerene hexa‐adduct building block bearing an azide functionality was prepared in six steps, and grafted onto a central fullerene core under copper‐catalyzed azide–alkyne cycloaddition conditions. The resulting tridecafullerene derivative is a first generation dendrimer with 132 peripheral ethyl ester groups. This compound was characterized by different spectroscopic techniques (1H and 13C NMR, IR, UV/Vis), and by MALDI‐TOF mass spectrometry. Despite a high degree of fragmentation, the molecular‐ion peak was detected, and all the observed fragments originate from a fully clicked derivative. This shows that the construction of dendrimers in a single dendritic growth step from fullerene hexa‐adduct macromonomers is an efficient strategy to produce monodisperse compounds.
A fullerene hexa‐adduct building block bearing an azide functionality was prepared in six steps, and grafted onto a central fullerene core under copper‐catalyzed azide–alkyne cycloaddition conditions. The resulting tridecafullerene derivative is a first generation dendrimer with 132 peripheral ethyl ester groups. |
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ISSN: | 1434-193X 1099-0690 |
DOI: | 10.1002/ejoc.201600439 |