title: A quinoline based bis-urea receptor for anions: a selective receptor for hydrogen sulfate.
abstract: A dipodal bis-urea receptor has been synthesized from the reaction of 8-amino quinoline and 1,4-phenylene diisocyanate in dichloromethane, and the anion binding ability of the receptor has been studied using fluoride, chloride, bromide, iodide, perchlorate, nitrate, dihydrogen phosphate and hydrogen sulfate by UV-Vis titrations in DMSO. The results show that the receptor binds each of the anions with a 1:1 stoichiometry, showing high affinity and moderate selectivity for hydrogen sulfate among the anions studied. Ab initio calculations based on density functional theory (DFT) suggest that an anion (X(-)) is bonded within the cleft formed by the two arms of the receptor through two NH...X(-) and two aromatic CH...X(-) interactions. The results from solution and theoretical studies suggest that binding is predominantly influenced by hydrogen bonding interactions and the basicity of anions.
authors.affiliation: Department of Chemistry and Biochemistry, Jackson State University, 1400 J. R. Lynch Street, P.O. Box 17910, Jackson, MS 39212, USA.
authors.forename: Tiffany H
authors.initials: TH
authors.lastname: Russ
authors.forename: Avijit
authors.initials: A
authors.lastname: Pramanik
authors.forename: Maryam E
authors.initials: ME
authors.lastname: Khansari
authors.forename: Bryan M
authors.initials: BM
authors.lastname: Wong
authors.forename: Md Alamgir
authors.initials: MA
authors.lastname: Hossain
mesh_terms: D000634:Aminoquinolines / Q000737:chemistry*; D000838:Anions / Q000737:chemistry*; D004121:Dimethyl Sulfoxide; D017953:Isocyanates / Q000737:chemistry; D013431:Sulfates / Q000737:chemistry; D014508:Urea / Q000737:chemistry*
chemical_list: D000634:Aminoquinolines; D000838:Anions; D017953:Isocyanates; D013431:Sulfates; D014508:Urea; C080436:8-aminoquinoline; D004121:Dimethyl Sulfoxide