Anions Stabilize Each Other inside Macrocyclic Hosts

被引:119
作者
Fatila, Elisabeth M. [1 ]
Twum, Eric B. [1 ]
Sengupta, Arkajyoti [1 ]
Pink, Maren [1 ]
Karty, Jonathan A. [1 ]
Raghavachari, Krishnan [1 ]
Flood, Amar H. [1 ]
机构
[1] Indiana Univ, Dept Chem, 800 E Kirkwood Ave, Bloomington, IN 47405 USA
基金
美国国家科学基金会;
关键词
anion recognition; bisulfates; hydrogen bonding; macrocycles; supramolecular chemistry; BINDING PROPERTIES; WATER; DIMERIZATION; FORMS; COMPLEXATION; TEMPLATION; NUCLEATION; RECEPTORS;
D O I
10.1002/anie.201608118
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Contrary to the simple expectations from Coulomb's law, Weinhold proposed that anions can stabilize each other as metastable dimers, yet experimental evidence for these species and their mutual stabilization is missing. We show that two bisulfate anions can form such dimers, which stabilize each other with self-complementary hydrogen bonds, by encapsulation inside a pair of cyanostar macrocycles. The resulting 2:2 complex of the bisulfate homodimer persists across all states of matter, including in solution. The bisulfate dimer's OHO hydrogen bonding is seen in a (HNMR)-H-1 peak at 13.75ppm, which is consistent with borderline-strong hydrogen bonds.
引用
收藏
页码:14057 / 14062
页数:6
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