Synthesis and anion binding studies of tris(3-aminopropyl)amine-based tripodal urea and thiourea receptors: Proton transfer-induced selectivity for hydrogen sulfate over sulfate.

ABSTRACT: Tris(3-aminopropyl)amine-based tripodal urea and thiourea receptors, tris([(4-cyanophenyl)amino]propyl)urea (L1) and tris([(4-cyanophenyl)amino]propyl)thiourea (L2), have been synthesized and their anion binding properties have been investigated for halides and oxoanions. As investigated by ¹H NMR titrations, each receptor binds an anion with a 1:1 stoichiometry via hydrogen-bonding interactions (NH⋯anion), showing the binding trend in the order of F^- > H₂PO₄^- > HCO₃^- > HSO₄^- > CH₃COO^- > SO₄^2- > Cl^- > Br^- > I in DMSO-d₆ . The interactions of the receptors were further studied by 2D NOESY,

SUBMITTER: Khansari ME 

PROVIDER: S-EPMC5295472 | biostudies-literature | 2015

REPOSITORIES: biostudies-literature