Aza-capped cyclodextrins for intra-cavity metal complexation

Abstract : Aza-capped, methylated cyclodextrins (CDs) were obtained in high yields by reacting the soft nitrogen nucleophile 2-nitrobenzenesulfonamide with either A, B-dimesylated CDs in basic media or their diol analogues under Mitsunobu reaction conditions followed by deprotection with thiophenol. A methyl pyridine substituent was grafted on the N atom of these secondary amines. When built on an alpha-CD scaffold, the resulting tertiary amine no longer undergoes nitrogen inversion at room temperature and behaves as a confining ligand, opening the way to intra-cavity metal complexation and promoting the formation of supramolecular helices.
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Article dans une revue
Chemical Communications, Royal Society of Chemistry, 2017, 53 (85), pp.11717-11720. 〈10.1039/c7cc06434a〉
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Contributeur : Laurent Jonchère <>
Soumis le : jeudi 9 novembre 2017 - 16:27:27
Dernière modification le : samedi 24 mars 2018 - 01:50:29

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D. Sechet, Z. Kaya, T. -A. Phan, M. Jouffroy, E. Bentouhami, et al.. Aza-capped cyclodextrins for intra-cavity metal complexation. Chemical Communications, Royal Society of Chemistry, 2017, 53 (85), pp.11717-11720. 〈10.1039/c7cc06434a〉. 〈hal-01631752〉

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