Molecular recognition of fluoride anion: Benzene-based tripodal imidazolium receptor

被引：156

作者：

Yun, S

Ihm, H

Kim, HG

Lee, CW

Indrajit, B

Oh, KS

Gong, YJ

Lee, JW

Yoon, J

Lee, HC

Kim, KS

机构：

[1] Pohang Univ Sci & Technol, Natl Creat Res Initiat Ctr Superfunct Mat, Dept Chem, Div Mol & Life Sci, Pohang 790784, South Korea

[2] Ewha Womans Univ, Dept Chem, Seoul 120750, South Korea

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 06期

关键词：

D O I：

10.1021/jo0263519

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A benzene-based tripodal imidazolium receptor utilizing the strong (C-H)(+) . . . X- hydrogen bonding interaction between imidazolium moieties and halide anions is extensively investigated both theoretically and experimentally. Ab initio calculations predict that this receptor has a very high affinity for fluoride ion (F-). The association constant and free energy gain of the N-butyl receptor 2 for F- in acetonitrile were measured to be 2.1 x 10(5) M-1 and -7.25 kcal/mol, respectively, showing that the receptor has a high affinity for F- in highly polar organic solvents.

引用

页码：2467 / 2470

页数：4

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