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Chem. Commun., 2004, 370 - 371, DOI: 10.1039/b314353h
H-Bonded complexes of adenine with Rebek imide receptors are stabilised by cation–
interactions and destabilised by stacking with perfluoroaromaticsRaffaella Faraoni, Ronald K. Castellano, Volker Gramlich and François Diederich
A series of Rebek imide receptors with naphthalene or heteroaromatic platforms attached by amide or ester linkers have been prepared from the corresponding acyl chloride or anhydride; the X-ray crystal structure of the receptor-derived anhydride reveals a supramolecular H-bonded helix formation in the crystal; the complexes of adenine bound to the receptors by Hoogsteen H-bonding are found to be stabilised by stacking with a methylquinolinium ion, but destabilised by stacking with a perfluorinated naphthalene.
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