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Synthesis, 1H-NMR conformational analysis and complexation studies of two di-imidazolyl acetamido p-tert-butylcalix[4]arenes

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Abstract

The synthesis of a new di-imidazolyl-di-methoxy acetamido p-tert-butylcalix[4]arene 4 is reported. 4 has been prepared by reacting the corresponding di-methyl ester di-methoxy derivative with histamine in 1:1 mixture of methanol: toluene. The binding properties of 4 towards alkali, alkaline earth, transition (Zn2+, Co2+) and heavy (Pb2+, Cd2+) metals have been investigated along with the complexes stoichiometries. The 1H-NMR spectra of complexes show the location of cations in receptor 4. Partial cone conformation is observed only with strontium and calcium whereas the cone conformation is detected with most of the cations. Comparison of the complexation results with those obtained for di-imidazolyl acetamido p-tert-butylcalix[4]arene 3 missing the methyl groups is also reported.

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Authors and Affiliations

  1. Laboratoire de conception moléculaire, associé au CNRS, Institut Pluridisciplinaire Hubert Curien, Ecole Chimie Polymères Matériaux, 25, rue Becquerel, 67087, Strasbourg, France

    Najah Cheriaa & Jacques Vicens

  2. Laboratoire de Chimie des Interactions Moléculaires Spécifiques, Faculté des Sciences de Bizerte, 7021, Zarzouna-Bizerte, Tunisie

    Najah Cheriaa & Rym Abidi

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  1. Najah Cheriaa
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  2. Rym Abidi
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  3. Jacques Vicens
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Correspondence to Najah Cheriaa.

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Cheriaa, N., Abidi, R. & Vicens, J. Synthesis, 1H-NMR conformational analysis and complexation studies of two di-imidazolyl acetamido p-tert-butylcalix[4]arenes. J Incl Phenom Macrocycl Chem 62, 223–229 (2008). https://doi.org/10.1007/s10847-008-9461-1

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