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Issue 21, 1994
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Self-assembled [2]catenanes exhibiting highly selective translational isomerism

Abstract

Template-directed synthesis is used to construct two isomeric [2]catenanes incorporating the macrocyclic polyether, (paraphenylene-metaphenylene)-33-crown- 10, and either (i) cyclobis (paraquat-p-phenylene) or (ii) cyclo(paraquat-p-phenylene)(paraquat-m-phenylene) as their tetrakis(hexafluorophosphates); these isomeric [2]catenanes are found to have a remarkable preference to exist as one translational isomer, both in the solid (by X-ray crystallography) and solution (by variable-temperature 1H NMR spectroscopy) states–the one in which a hydrouinone, rather than a resorcinol, ring is located inside the cavities of the isomeric tetracationic cyclophanes.

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Article information


J. Chem. Soc., Chem. Commun., 1994, 2479-2482
Article type
Paper

Self-assembled [2]catenanes exhibiting highly selective translational isomerism

D. B. Amabilino, P. R. Ashton, G. R. Brown, W. Hayes, J. F. Stoddart, M. S. Tolley and D. J. Williams, J. Chem. Soc., Chem. Commun., 1994, 2479
DOI: 10.1039/C39940002479

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