Abstract
(Matrix presented) In consideration of competition between cation-π and hydrogen bond interaction forces, we designed a novel receptor, 1,3,5-tris(pyrrolyl)benzene, which shows high selectivity for acetylcholine (ACh). The selectivity of the receptor for ACh over other ammonium cations is demonstrated by the ion-selective electrode (ISE) method in buffer solution. The binding free energy of the receptor with ACh in chloroform solution is measured to be 3.65 kcal/mol in the presence of chloride anion by nuclear magnetic resonance spectroscopy, and that in water is estimated to be much greater (∼6 kcal/mol).
Original language | English |
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Pages (from-to) | 471-474 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 5 |
Issue number | 4 |
DOIs | |
State | Published - 20 Feb 2003 |