Novel Ionophores with 2n-Crown-n Topology: Anion Sensing via Pure Aliphatic C-H•••Anion Hydrogen Bonding

被引:25
|
作者
Shi, Genggongwo [1 ]
Gadhe, Changdev G. [2 ]
Park, Sung-Woo [1 ]
Kim, Kwang S. [1 ]
Kang, Jongmin [3 ]
Seema, Humaira [1 ]
Singh, N. Jiten [1 ]
Cho, Seung Joo [2 ,4 ]
机构
[1] Pohang Univ Sci & Technol, Dept Chem, Pohang 790784, South Korea
[2] Chosun Univ, Dept Bionew Drug Dev, Kwangju 501759, South Korea
[3] Sejong Univ, Dept Chem, Seoul 143747, South Korea
[4] Chosun Univ, Coll Med, Dept Cellular Mol Med, Kwangju 501759, South Korea
关键词
RECEPTORS; RECOGNITION; COMPLEXES;
D O I
10.1021/ol402819m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of novel coronands having a 2n-crown-n topology based on trioxane (6-crown-3) derivatives are designed and characterized. These neutral hosts can sense anions through pure aliphatic C-H hydrogen bonding (HB) in condensed phases due to the unusual topology of 2n-crown-n. C-H bonds are strongly polarized by two adjacent oxygen atoms in this scaffold. These hosts provide a rare opportunity to modulate anion binding strength by changing the electronic nature of aliphatic C-H bonds and offer ease of synthesis.
引用
收藏
页码:334 / 337
页数:4
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