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Org Lett. 2004 Oct 28;6(22):3957-60.

End-capping of a pseudorotaxane via Diels-Alder reaction for the construction of C60-terminated [2]rotaxanes.

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  • 1Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan.


[reaction: see text] The Diels-Alder reaction of various dienophiles such as C(60) with a pseudorotaxane having a sultine moiety afforded corresponding [2]rotaxanes in moderate yields. The introduction of a porphyrin moiety on the wheel component considerably enhanced the efficiency of the end-capping reaction with C(60).

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