Journal
ORGANIC LETTERS
Volume 4, Issue 17, Pages 2897-2900Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol026373h
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[GRAPHIC] A positively charged tripodal receptor with nitro groups in the imidazolium rings was designed, synthesized, and characterized for its anion binding strength. The receptor shows strong affinity and high selectivity for Cl- through (C-H)(+)---X- hydrogen bonds wherein charge-charge and charge-dipole electrostatic interactions dominate. The association constant with chloride anion in a 9:1 mixture of acetonitrile-d(3) and DMSO-d(6) is measured to be 1.1 x 10(6) M-1. The receptor also shows reasonably high affinity toward H2PO4-.
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