A Novel Ditopic Receptor and Reversal of Anion Binding Selectivity in the Presence and Absence of Bound Cation

A calix[4]arene-derived ditopic receptor 1 has been synthesized. In the absence of Na+, the receptor binds acetate in preference to diphenyl phosphate (as the tetrabutylammonium salts), but in the presence of Na+, the selectivity is reversed and the receptor, instead, binds diphenyl phosphate, and n...

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Bibliographic Details
Published in:Organic letters 2003-12, Vol.5 (26), p.4971-4974
Main Authors: Tumcharern, Gamolwan, Tuntulani, Thawatchai, Coles, Simon J, Hursthouse, Michael B, Kilburn, Jeremy D
Format: Article
Language:English
Subjects:
Acetates - chemistry
Calixarenes
Cations - chemistry
Phenols - chemistry
Phosphates
Sodium - chemistry
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Summary:A calix[4]arene-derived ditopic receptor 1 has been synthesized. In the absence of Na+, the receptor binds acetate in preference to diphenyl phosphate (as the tetrabutylammonium salts), but in the presence of Na+, the selectivity is reversed and the receptor, instead, binds diphenyl phosphate, and not acetate, which preferentially forms a salt ion-pair in free solution.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol035894h