Tetrathiafulvalene–Imine–Pyridine Assemblies for Pb2+ Recognition

TitreTetrathiafulvalene–Imine–Pyridine Assemblies for Pb2+ Recognition
Type de publicationArticle de revue
AuteurBalandier, Jean-Yves, Belyasmine, Ahmed, Sallé, Marc
TypeArticle scientifique dans une revue à comité de lecture
Année2008
LangueAnglais
Date2008
Numéro2
Pagination269 - 276
Volume2008
Titre de la revueEuropean Journal of Organic Chemistry
ISSN1434-193X
Résumé en anglais

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.

URL de la noticehttp://okina.univ-angers.fr/publications/ua1935
Lien vers le document

http://onlinelibrary.wiley.com/doi/10.1002/ejoc.200700705/full