Supramolecular Assemblies: A Bis(pretzelane) and a Tetrakis(rotaxane)

Abstract

The first syntheses of a tetrakis(rotaxane) and a bis(pretzelane) in good yields are reported. To achieve this an extended durene-based spacered tetrabromide is linked covalently to a new monosulfonamide rotaxane and a bis(sulfonamide) catenane. This catenane was isolable simply through recrystallization. The bis(pretzelane) represents a new intertwined molecular architecture.

Development and advancement of rotaxane dendrimers as switchable macromolecular machines

“…The first tetrakis-macrocycle Type II-B rotaxane dendrimer was reported by Vögtle et al in 1999. 77 Their synthesis began with the formation of [2]rotaxane with a functionalized monosulfonamide-based macrocycle, and this functionalized [2]rotaxane can form a tetrakis Type II-B rotaxane dendrimer by reacting it with a tetrabromide core molecules to form tetrakis [5]rotaxane 44 (Fig. 8).…”

Hydrogen-Bond-Mediated Template Synthesis of Rotaxanes, Catenanes, and Knotanes

“…Both strategies have been employed not only to introduce an intramolecular bridge connecting the two components of the same molecule. Larger assemblies have been synthesized by connecting several rotaxanes or catenanes with each other [174][175][176]. Their topologies are schematically shown in Fig.…”

Nomenclature for Catenanes, Rotaxanes, Molecular Knots, and Assemblies Derived from These Structural Elements

“…Experience shows, however, that such nomenclatures are only adopted and frequent- 4 Hence, it is easy to understand that new mechanically linked molecular architectures have been given trivial names for years, as illustrated by the expressions "catenanes", "rotaxanes", "knotanes" [6], "pretzelanes" [7], "daisy rotaxanes" [8], "catrotanes" [9a], "rotacatenanes" [9b], "bonnanes" [10]. Without further rules and a hierarchy of rules it will be even more difficult to name more complicated catenanes and rotaxanes like 4, built up from several rings and assemblies of covalently and mechanically linked units [11].…”