Molecular recognition of carbonyl compounds by uranyl-salophen based neutral receptors driven by Van der Waals forces

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Axel Castelli, Valeria van and Dalla Cort, Antonella and Mandolini, Luigi and Pinto, Valentina and Reinhoudt, David N. and Ribaudo, Fabrizio and Sanna, Cecilia and Schiaffino, Luca and Snellink-Ruel, Bianca H.M. (2002) Molecular recognition of carbonyl compounds by uranyl-salophen based neutral receptors driven by Van der Waals forces. Supramolecular Chemistry, 14 (2-3). pp. 211-219. ISSN 1061-0278

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Abstract:The complexation of the salophen-uranyl metallocleft 2 and of its half-cleft analogue 3 with enones and other carbonyl compounds was assessed in chloroform by UV-Vis titration and, occasionally, by FT-IR measurements. Complexes with receptors 2 and 3 are in all cases more stable than those with the control unsubstituted uranyl-salophen 1 , showing that in addition to the primary binding force provided by coordination of the carbonyl oxygen to the uranium, a significant driving force for complexation, typically in the range of 2-3 kcal/mol, results from van der Waals interactions of the guest with the aromatic walls. Replacement of the phenyl group in 3 with larger aromatic residues to give 4 and 5 , led to enhanced complex stabilities, due to more extended contact surfaces between host and guest.
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Copyright:© 2002 Taylor & Francis
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Link to this item:http://purl.utwente.nl/publications/37947
Official URL:http://dx.doi.org/10.1080/10610270290026112
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Metis ID: 206206