Molecular recognition of anions through hydrogen bonding stabilization of anion-ionophore adducts: A novel trifluoroacetophenone-based binding motif

被引：76
作者：
Kim, YK
Lee, YH
Lee, HY
Kim, MK
Cha, GS
Ahn, KH
机构：
[1] Pohang Univ Sci & Technol, Dept Chem, Pohang 790784, South Korea
[2] Pohang Univ Sci & Technol, Ctr Integrated Mol Syst, Div Mol & Life Sci, Pohang 790784, South Korea
[3] Kwangwoon Univ, Dept Chem, Seoul 139701, South Korea
来源：
ORGANIC LETTERS | 2003年 / 5卷 / 21期
关键词：
D O I：
10.1021/ol035624z
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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 (DeltaHdegrees) 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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页码：4003 / 4006
页数：4
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