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

Deng ChunLin | Zendy; Bard Jeremy P. | Zendy; Lohrman Jessica A. | Zendy; Barker Joshua E. | Zendy; Zakharov Lev N. | Zendy; Johnson Darren W. | Zendy; Haley Michael M. | Zendy

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

Author(s) -

Deng ChunLin,

Bard Jeremy P.,

Lohrman Jessica A.,

Barker Joshua E.,

Zakharov Lev N.,

Johnson Darren W.,

Haley Michael M.

Publication year - 2019

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201814431

Subject(s) - hydrogen bond , chemistry , aqueous solution , acceptor , ion , receptor , hydrogen , urea , sulfate , combinatorial chemistry , molecule , organic chemistry , biochemistry , physics , condensed matter physics

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.

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