Journal
TETRAHEDRON
Volume 58, Issue 4, Pages 799-805Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(01)01108-5
Keywords
interlocked molecule; supramolecular chemistry; molecular machine; anion binding
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This paper describes the synthesis of four isomeric [2]rotaxanes and includes the first example of a salt binding [2]rotaxane with the following key observations. In polar solvents the [2]rotaxane undergoes a relatively slow co-conformational exchange that produces broad signals in the H-1 NMR spectrum. Upon complexation with K+, the NMR signals sharpen apparently because the rotaxane adopts a single co-conformation. In contrast, the binding of Cl- has no effect on the rotaxane's dynamic behavior. Although the binding of K+ induces a preorganization of the [2]rotaxane it does not change the rotaxane/Cl association constant. The paper finishes with a discussion of the future directions of this work. (C) 2002 Elsevier Science Ltd. All rights reserved.
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