Molecular recognition of anions through hydrogen bonding stabilization of anion-ionophore adducts: a novel trifluoroacetophenone-based binding motif |
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| Authors: | Kim Young Kook Lee Yun-Ho Lee Hyang-Yeol Kim Mi Kyoung Cha Geun Sig Ahn Kyo Han |
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| Affiliation: | Department of Chemistry and Center for Integrated Molecular Systems, Division of Molecular and Life Science, Pohang University of Science and Technology, San 31 Hyoja-dong, Pohang 790-784, Republic of Korea. |
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| Abstract: | [reaction: see text] A novel trifluoroacetophenone-based binding motif has been developed that recognizes anions such as carboxylates through reversible formation of anion-ionophore adducts that are stabilized by intramolecular H-bonding. The intramolecular H-bonding resulted in more than 10-fold enhancement in the binding affinity and an enthalpy gain (DeltaH degrees ) of 3.0 kcal/mol for the binding of an acetate ion when compared to the case without the intramolecular H-bonding. |
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