Exploiting the Hydrogen Bond Donor/Acceptor Properties of PN‐Heterocycles: Selective Anion Receptors for Hydrogen Sulfate

Chun‐Lin Deng, Jeremy P. Bard, Jessica Lohrman, Joshua E. Barker, Lev N. Zakharov, Darren W. Johnson, Michael M. Haley

Angewandte Chemie International Edition · 2019 · 40 citations · 42 references

Concepts

Abstract

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 (HSO 4 − ) 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 HSO 4 − anion from an aqueous, biphasic system.

References

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