A competitive sensing system based on cyclobis(paraquat-p-phenylene) and a new ?-cyclodextrin-tetrathiafulvalene derivative

Georgiana Surpateanu (1) , Catalin N. Lungu (1) , Sophie Fourmentin (2) , David Landy (1) , Gheorghe Surpateanu (1) , Narcis Avarvari (3)

1 LSOE - Laboratoire de Synthèse Organique et Environnement
2 MREI
3 UA - Université d'Angers

We report the synthesis of 4,5-di(ethylthio)-4'-[6-deoxy-β-cyclodextrin-6-yl-aminocarbonyl]-tetrathiafulvalene (β-CD-DET-TTF) and its inclusion abilities toward cyclobis(paraquat-p-phenylene) (CBPQT4+) and 1-naphthol. The structure of the synthesized compound has been established by mass spectrometry and 1H NMR spectra combined with a theoretical MM3 and AM1 study. The sensor affords a charge transfer (CT) complex with the CBPQT4+ and is able to include 1-naphthol in the cyclodextrin cavity. The complexes were characterized experimentally by UV-VIS spectroscopy and simulated by a MM3 docking procedure. The sensing ability of the β-CD-DET-TTF/CBPQT4+ complex towards 1-naphthol has been investigated by a competitive spectral method.

Mots clés: Physical Sciences

Georgiana Surpateanu, Catalin N. Lungu, Sophie Fourmentin, David Landy, Gheorghe Surpateanu, et al.. A competitive sensing system based on cyclobis(paraquat-p-phenylene) and a new ?-cyclodextrin-tetrathiafulvalene derivative. Supramolecular Chemistry, 2009, 21 (05), pp.372-378. ⟨10.1080/10610270802017673⟩. ⟨hal-00513529⟩