Fiche publication
Date publication
février 2006
Auteurs
Membres identifiés du Cancéropôle Est :
Dr VAN DORSSELAER Alain
Tous les auteurs :
Solladie N, Walther ME, Herschbach H, Leize E, Van Dorsselaer A, Duarte TMF, Nierenoarten JF
Résumé
A methanofullerene derivative with an ammonium subunit (1) has been prepared and its ability to form a supramolecular complex with a porphyrin-crown ether conjugate evidenced by NMR, UV-vis, electrospray mass spectrometry (ES-MS) and luminescence experiments. Interestingly, in addition to the ammonium-crown ether recognition, intramolecular stacking of the fullerene moiety and the porphyrin subunit has been evidenced. Due to this additional recognition element, the association constant for the supramolecular complex is increased by two orders of magnitude when compared to the K, values found for the complexation of I with benzo-18-crown-6. Finally, non-covalent systems resulting from the association of cation I with porphyrin derivatives bearing two crown ether subunits have been investigated. Intramolecular C-60-porphyrin interactions have also been evidenced within these supramolecular complexes. As a result, the 2:1 complexes are very stable as shown by the ES-MS studies. (c) 2005 Elsevier Ltd. All rights reserved.
Référence
Tetrahedron. 2006 Feb 27;62(9):1979-87.
