Simultaneous coordination of an aromatic electron donor and acceptor to lithium leads to the formation of highly stable colored pseudorotaxane complexes (see picture). The lithium templated pseudorotaxane is an effective precursor to a [2]catenane.
Kinetic stability studies of a series of pseudorotaxanes formed from electron-rich crown ethers (hosts 1 and 2) and naphthalene diimide (guest A) in the presence of alkali salt templates MX (where M+ = Li+ and Na+, and X- = Cl-, Br-, I-, NO3- and CF3SO3-) were performed by 1H NMR. The switching between the (bound) host 1 and its linkage isomer host 2 (free) was monitored in solution in the presence and absence of alkali salts, to establish the relative thermodynamic stabilities in the series. We also report here six new crystal structures, for pseudorotaxanes of type: [1.A], [M2.1.A]2+ and [M2.2.A]2+. Their solution-phase structures are in good agreement with the solid-state structures determined by X-ray crystallography.
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Durch simultane Koordination eines aromatischen Elektronendonors und eines aromatischen Elektronenacceptors an Lithium entsteht ein stabiler farbiger Pseudorotaxankomplex (siehe Bild), der als Vorstufe für ein [2]Catenan dient.
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