Synthesis and structure of lower rim C-linked N-tosyl peptidocalix [4] arenes

…, MBA Giudicelli, PF Seigle-Ferrand…

Index: Sdira, Sofiane Ben; Felix, Caroline P.; Giudicelli, Marie-Beatrice A.; Seigle-Ferrand, Pascal F.; Perrin, Monique; Lamartine, Roger J. Journal of Organic Chemistry, 2003 , vol. 68, # 17 p. 6632 - 6638

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Citation Number: 45

Abstract

Chiral p-tert-butylcalix [4] arenes functionalized at the lower rim with amino acid residues have been prepared. The 1H and 13C NMR spectra indicate that the macrocycles preferably adopt a cone conformation. Calix [4] arenes bearing amino acid moieties were prepared as a class of receptors selective for anions that are bound through hydrogen bonding with the NH group. The association constants are dependent on the nature of the substituents at ...