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Neutral Anion Receptors with Multiple Urea-Binding Sites (2000)

Snellink-Ruël, Bianca H. M. ; Antonisse, Martĳn M. G. ; Engbersen, Johan F. J. ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 2000 (2000), S. 165-170

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ISSN: 1434-193X

Keywords: Neutral anion receptor ; Hydrogen bonds ; Urea moieties ; Donor-acceptor systems ; Macrocycles ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: ---The synthesis of macrocyclic and acyclic cleft-like anion receptors in which four hydrogen bond donating urea moieties are present in a preorganized fashion is described. NMR spectroscopy shows the complex formation with H2PO4- and Cl -. Cleft-like receptors bind H2PO4- in a 2:1 guest-host stoichiometry (Ka = 107M-2) in DMSO, whereas Cl - is bound in a 1:1 stoichiometry (Ka = 103M-1). The macrocyclic receptors form a 1:1 complex with H2PO4- (Ka = 103M-1 in DMSO) with a 100-fold selectivity for H2PO4- over Cl -.

Additional Material: 3 Ill.

Type of Medium: Electronic Resource

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