Citation: Chuan-Cai Fan, Li-Jin Xu, Han-Yuan Gong. Neutral C-H bond vs. electron pair of N(sp²)：A binding site effect study of macrocycle anion receptor[J]. Chinese Chemical Letters, ;2014, 25(8): 1125-1131. doi: 10.1016/j.cclet.2014.03.019 shu

Neutral C-H bond vs. electron pair of N(sp²)：A binding site effect study of macrocycle anion receptor

1.
a Department of Chemistry, Renmin University of China, Beijing 100872, China;
2.
b College of Chemistry, Beijing Normal University, Beijing 100875, China

Corresponding author: Li-Jin Xu, Han-Yuan Gong,
Received Date: 7 January 2014
Available Online: 21 February 2014
Fund Project:

To evaluate the effect of neutral C-H bond or electron pair of nitrogen atom with sp² hybridization (N(sp²)) involving into the same chemical environment for anion binding, two analogous tetracationic imidazolium macrocycles, namely cyclo[2](2,6-bis-(1H-imidazol-1-yl)pyridine) [2](1,3-dimethylenebenzene) (1⁴⁺), and cyclo[2](2,6-bis-(1H-imidazol-1-yl)pyridine)[2](2,6-di methylenepyridine) (2⁴⁺) were studied in detail as small inorganic anion receptors. The guest anions with different shapes are Cl^-, N₃^-, NO₃^-, and H₂PO₄^-. The host-guest interactions were characterized via ¹H NMR spectroscopy, electrospray ionization mass spectrometry (ESI-MS) and single crystal X-ray crystallography. The results implied that macrocyclic hosts with similar backbone but two distinct binding sites (1⁴⁺ with neutral C-H vs. 2⁴⁺ with N (sp²)) vary markedly in their response to anions, including the binding modes and association constants. The finding will serve to the construction of new anion receptors, even improve insights into the anion binding process in biology.
- Macrocycle,
- Anion binding,
- Neutral C-H bond,
- N(sp²),
- Hydrogen bond
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1.
沈阳化工大学材料科学与工程学院沈阳 110142

Neutral C-H bond vs. electron pair of N(sp2)：A binding site effect study of macrocycle anion receptor

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通讯作者: 陈斌, bchen63@163.com

Neutral C-H bond vs. electron pair of N(sp²)：A binding site effect study of macrocycle anion receptor