Complexation properties of preorganized receptor molecules for large, neutral guests

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Higler, Irene and Verboom, Willem and Veggel, Frank C.J.M. van and Jong, Feike de and Reinhoudt, David N. (1997) Complexation properties of preorganized receptor molecules for large, neutral guests. Liebigs Annalen/Recueil, 1997 (7). pp. 1577-1586. ISSN 0947-3440

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Abstract:Receptor molecules with a preorganized cavity were synthesized by combining two resorcin[4]arene and one calix[4]-arene building block. Based on predictions from a computational study which matches hosts and guests, several steroids, sugar derivatives, and alkaloids were selected for complexation studies. Experimentally the complexation of such guests by these receptor molecules was proven by 1H-NMR spectroscopy (association constants of 1.0-6.0 × 102 M-1 in CDCl3). One of these receptors with four hydroxyl groups forms a dimeric capsule (Kdimer = 11 M-1 in CDCl3). Evidence for this dimerization comes from 1H-NMR, FAB MS spectroscopy, and molecular mechanics and dynamics calculations.
Item Type:Article
Copyright:© 1997 Wiley InterScience
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Science and Technology (TNW)
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Link to this item:http://purl.utwente.nl/publications/11127
Official URL:http://dx.doi.org/10.1002/jlac.199719970739
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Metis ID: 106007