Quantitative Emergence of Hetero[4]rotaxanes by Template-Directed Click Chemistry

In one fell swoop, polyrotaxanes comprising up to 64 rings can be synthesized as a result of cucurbit[6]uril‐templated 1,3‐dipolar azide‐alkyne cycloadditions accelerated in the presence of cyclodextrins as a consequence of self‐sorting and positive cooperativity, brought about by hydrogen bonding....

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Veröffentlicht in:Angewandte Chemie International Edition 2013-01, Vol.52 (1), p.381-387
Hauptverfasser: Ke, Chenfeng, Smaldone, Ronald A., Kikuchi, Takashi, Li, Hao, Davis, Anthony P., Stoddart, J. Fraser
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Sprache:eng
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Zusammenfassung:In one fell swoop, polyrotaxanes comprising up to 64 rings can be synthesized as a result of cucurbit[6]uril‐templated 1,3‐dipolar azide‐alkyne cycloadditions accelerated in the presence of cyclodextrins as a consequence of self‐sorting and positive cooperativity, brought about by hydrogen bonding. Mixing six components (see picture) in one pot affords a hetero[4]rotaxane in one minute in quantitative yield.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201205087