par Balandier, Jean-Yves ;Belyasmine, A.;Sallé, M.
Référence European Journal of Organic Chemistry, 2008, 2, page (269-276)
Publication Publié, 2008-01
Article révisé par les pairs
Résumé : A series of donor–π–acceptor systems incorporating a tetrathiafulvalene 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.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)