Factors Influencing Anion Binding Stoichiometry: The Subtle Influence of Electronic Effects

Six new, charge‐neutral norbornene‐based receptors 1a,1b–3a,3b were prepared, and their ability to interact with simple anions in DMSO was investigated using 1H NMR and UV/Vis spectroscopy. Binding of dihydrogenphosphate by the six receptors appeared to be based solely on steric constraints. In cont...

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Veröffentlicht in:European Journal of Organic Chemistry 2008-03, Vol.2008 (9), p.1559-1567
Hauptverfasser: Lowe, Adam J., Dyson, Gail A., Pfeffer, Frederick M.
Format: Artikel
Sprache:eng
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Zusammenfassung:Six new, charge‐neutral norbornene‐based receptors 1a,1b–3a,3b were prepared, and their ability to interact with simple anions in DMSO was investigated using 1H NMR and UV/Vis spectroscopy. Binding of dihydrogenphosphate by the six receptors appeared to be based solely on steric constraints. In contrast, the binding stoichiometry of 3a and 3b to acetate was controlled by subtle electronic factors.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) Based on 1H NMR and UV/Vis studies, subtle electronic factors rather than preorganisation dictate the binding stoichiometry of the new, norbornene‐based anion hosts 3a and 3b with acetate.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200701015