Molecular recognition of fluoride anion: benzene-based tripodal imidazolium receptor.
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.
Yun
Sunggoo
S
National Creative Research Initiative Center for Superfunctional Materials, Department of Chemistry, Division of Molecular and Life Sciences, Pohang University of Science and Technology, San 31, Hyojadong, Namgu, Pohang 790-784, Korea.
Ihm
Hyejae
H
Kim
Heon Gon
HG
Lee
Chi-Wan
CW
Indrajit
Bandyopadhyay
B
Oh
Kyung Seok
KS
Gong
Young Jun
YJ
Lee
Jung Woo
JW
Yoon
Juyoung
J
Lee
Hee Cheon
HC
Kim
Kwang S
KS