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Synthesis of Rotaxane Assemblies
Author(s) -
Dünnwald Thomas,
Jäger Ralf,
Vögtle Fritz
Publication year - 1997
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.19970031220
Subject(s) - rotaxane , moiety , amide , axle , chemistry , sulfonamide , materials science , stereochemistry , molecule , organic chemistry , supramolecular chemistry , mechanical engineering , engineering
The preparative syntheses of new nano‐sized rotaxane assemblies are described, namely, of the first tris[2]rotaxane, 15 , the first bis[2]rotaxane connected at the axles, 4 , and the first [3]rotaxane with two different axles, 12 (unsymmetrical “bis[2]rotaxane”). These syntheses were made possible by the directed incorporation of a sulfonamide group into the amide‐linked rotaxane building blocks. The sulfonamide moiety can be used as a functional group in alkylation reactions, allowing the further attachment of building blocks in good yields. The successful synthesis of these new rotaxane architectures demonstrates the synthetic potential of this sulfonamide strategy in the preparation of multirotaxane and dendritic rotaxane structures.