Porphyrin Blocking Groups in Amide‐Based Rotaxanes

Fritz Vögtle, Friedrich Ahuis, Sven Baumann, Jonathan L. Sessler

Liebigs Annalen · 1996 · 27 citations · 30 references

Concepts

Abstract

Abstract The synthesis of amide‐based symmetrical rotaxanes 2a , b bearing porphyrin blocking groups is firstly described. These compounds can be obtained by a one‐step one‐pot reaction only if the macromonocyclic host template complementary to the threading guest is found. The symmetry of the axle is removed by introducing an unsymmetrical central part, leading to the formation of rotaxane 2c . Different blocking groups were used to obtain the non‐symmetrical rotaxane 3a . The bis‐Zn 2+ complex 10a of the rotaxane 2a was isolated. A nonionic supramolecular complex 7 was assumed as threaded intermediate, which was blocked by reaction with the stopper components. The amide‐type rotaxane system thus proved to be variable with respect to all its parts including stopper components of different reactivity, bulkiness and supramolecular functionality.

References

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