Molecular Recognition of Fluoride Anion: Benzene-Based Tripodal Imidazolium Receptor
The Journal of Organic Chemistry2003Vol. 68(6), pp. 2467–2470
Citations Over TimeTop 1% of 2003 papers
Sunggoo Yun, Hyejae Ihm, Heon Gon Kim, Chi‐Wan Lee, Indrajit Bandyopadhyay, Kyung Seok Oh, Young Jun Gong, Jungwoo Lee, Juyoung Yoon, Hee Cheon Lee, Kwang S. Kim
Abstract
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.
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