The synthesis and complexation behaviour of structurally related neutral and ionic cyclophanes is reported. A neutral pyridino-cyclophane selectively mediates transport of acetylcholine while ionic receptors incorporating both a pyridine moiety and a carboxyphenyl group form stronger complexes in aqueous THF as revealed by 1H NMR spectroscopy. These ionic receptors form 1:1 complexes with the substrate.
D. Parker and M. Rosser, J. Chem. Soc., Perkin Trans. 2, 1995, 85 DOI: 10.1039/P29950000085
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