Abstract

A series of pseudorotaxanes were formed by mixing a thread molecule and several crown ethers. Crystal structure analysis clearly indicated that hydrogen bonding between NH2 + of the thread molecule and crown ether oxygen atoms was significantly involved, together with cation–dipole interactions between cationic nitrogen and ether oxygen atoms. End-capping of the pseudorotaxane with chiral metal complexes gave dynamically capped rotaxanes including dibenzo-24-crown-8. This exhibited induced circular dichroism signals around the benzo-crown and anthracene-thread chromophore regions, while a chiral organic acid formed rotaxane exhibiting weaker signals.

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