Han Jian
2005
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Journal
Chemical Research in Chinese Universities
Abstract
Two new double-armed benzo-15-crown-5(2 and 3) were synthesized by reaction of 4,5-bis-(bromomethyl)-benzo-15-crown-5 with 2-naphthol and 2-mercaptobenzothiazole, respectively, and characterized by elemental analysis, mass, IR, -{-}~1H NMR spectroscopies and X-ray diffraction, respectively. The crystal structure of compound 2 was reported as follows: Crown ether 2 crystallizes in the monoclinic system, space group P2_1 with cell parameters: a=1.262 2(9) nm, b=1.224 7(9) nm, c=2.016 0(16) nm, β=101.270(15)°. There is an intermolecular π-π interaction among layers along c axis in the crystal. The cation binding abilities and selectivities of them were evaluated by solvent extraction of aqueous metal picrates. The results obtaine indicated that crown ether 2 showed a high extractability and selectivity for potassium ion and thallium ion, while crown ether 3 displayed a high extractability and selectivity for silver ion.