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Preparation of Cyclobis(paraquat‐ p ‐phenylene)‐Based [2]Rotaxanes Without Flexible Glycol Chains
Author(s) -
Nygaard Sune,
Laursen Bo W.,
Hansen Thomas S.,
Bond Andrew D.,
Flood Amar H.,
Jeppesen Jan O.
Publication year - 2007
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.200701722
Subject(s) - chemistry , cyclophane , steric effects , clipping (morphology) , acceptor , polymer chemistry , combinatorial chemistry , stereochemistry , organic chemistry , molecule , physics , linguistics , philosophy , condensed matter physics
Completely armless : The efficient synthesis of two sterically confined [2]rotaxanes has shown that oligoethylene glycol arms are not requisites for a clipping reaction to form π‐donor/acceptor [2]rotaxanes (see scheme). The rigid nature of the [2]rotaxanes forces the tetracationic cyclophane to encapsulate the initially π‐electron‐rich station, regardless of its oxidation state, thus generating tunable properties and enhanced stabilities.