Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 7, Pages 2289-2296Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo061774m
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A novel methodology for the evaluation of receptor arrangement in structurally flexible anion chemosensors was developed and applied to map the binding site of a new pseudocyclic tristhiourea chemosensor ( 6). The syntheses of 6 and related macrocyclic chemosensor 10 ( a model of the folded monomeric structure of 6) are reported. Both chemosensors were evaluated by titration with a variety of structurally different anions in CH3Cl and DMSO, showing a common preference for F-, CH3CO2-, and H2PO4-. However, within this group of anions, the binding patterns of the chemosensors differed, indicating dissimilarity in the arrangement of the binding sites of 6 and 10.
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