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Trick or treat? Ruthenium alkylidene catalyzed ring-closing metathesis of crown ether like diene substrates around a dumbbell-shaped secondary ammonium ion affords [2]rotaxanes. The reversible nature of this process has been demonstrated through a “magic ring” synthesis, wherein the preformed olefinic macrocycle and dumbbell-shaped component equilibrate to form the hydrogen-bond-stabilized [2]rotaxane in the presence of a metathesis catalyst (see scheme).
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Kilbinger et al. (2003) studied this question.
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