Exploiting the Hydrogen Bond Donor/Acceptor Properties of PN‐Heterocycles: Selective Anion Receptors for Hydrogen Sulfate. Issue 12 (13th March 2019) - Deng, Chun‐Lin
Abstract: We describe two novel hybrid receptors combining a phosphorus‐/nitrogen‐containing (PN) phosphonamidate heterocycle with urea recognition units in an arylethynyl backbone. Structural, spectroscopic and computational studies reveal that the origin of superior binding for hydrogen sulfate (HSO4 − ) anion is correlated with the formation of strong hetero‐complementary hydrogen bonds with the phosphonamidate motif. We further demonstrate that the hybrid host system is capable of capturing/transporting the HSO4 − anion from an aqueous, biphasic system. Abstract : Choosy host : The unprecedented integration of a unique rigid and cis ‐configured phosphonamidate motif into the bis‐arylethynyl monourea framework can significantly enhance hydrogen sulfate anion selectivity and affinity. The hybrid host system is capable of capturing/transporting the HSO4 − anion from an aqueous source under liquid‐liquid extraction conditions.