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Dynamic combinatorial discovery of a [2]-catenane and its guest-induced conversion into a molecular square host

West, K.R. and Ludlow, R.F. and Corbett, P.T. and Besenius, P. and Mansfeld, F.M. and Cormack, P.A.G. and Sherrington, D.C. and Goodman, J.M. and Stuart, Marc C.A. and Otto, Sijbren (2008) Dynamic combinatorial discovery of a [2]-catenane and its guest-induced conversion into a molecular square host. Journal of the American Chemical Society, 130 (33). 10834–10835. ISSN 0002-7863

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Abstract

A simple water-soluble naphthalenedithiol building block is converted quantitatively into a series of octameric [2]-catenanes, composed of two interlocked molecular squares. When this mixture is re-equilibrated in the presence of an adamantyl ammonium guest, the catenanes disassemble into their macrocyclic components that bind the guest with nanomolar affinity in water.