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Quantitative Emergence of Hetero[4]rotaxanes by Template‐Directed Click Chemistry
Author(s) -
Ke Chenfeng,
Smaldone Ronald A.,
Kikuchi Takashi,
Li Hao,
Davis Anthony P.,
Stoddart J. Fraser
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201205087
Subject(s) - rotaxane , click chemistry , cooperativity , hydrogen bond , chemistry , yield (engineering) , azide , supramolecular chemistry , polymer chemistry , crystallography , materials science , molecule , crystal structure , organic chemistry , biochemistry , metallurgy
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.