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Tetrathiafulvalene–Imine–Pyridine Assemblies for Pb2+ Recognition

Abstract :

A series of donor-π-acceptor systems incorporating a tetra-thiafulvalene moiety as the donating unit have been designed and synthesized. The efficiency of the imine (-C=N-) bond as a conjugated π-linker in promoting intramolecular charge transfer is demonstrated and supported by calculations at the B3LYP/6-31G(d,p) level of theory. This property has been explored in the case of pyridyl-substituted systems which exhibit in particular a high binding affinity and selectivity for Pb2+ (log K = 3.5 in CH2Cl2/CH3CN), as shown by UV/Vis and 1H NMR titrations as well as by remarkable colorimetric and electrochemical signaling.

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https://hal.univ-angers.fr/hal-03027826
Contributeur : Okina Université d'Angers <>
Soumis le : vendredi 27 novembre 2020 - 12:28:31
Dernière modification le : lundi 30 novembre 2020 - 11:32:28

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Jean-Yves Balandier, Ahmed Belyasmine, Marc Sallé. Tetrathiafulvalene–Imine–Pyridine Assemblies for Pb2+ Recognition. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2008, 2008 (2), pp.269 - 276. ⟨10.1002/ejoc.200700705⟩. ⟨hal-03027826⟩

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