Redox-active proligands from the direct connection of 1,3-dithiol-2-one to tetrathiafulvalene (TTF): syntheses, characterizations and metal complexation - Université de Rennes Accéder directement au contenu
Article Dans Une Revue New Journal of Chemistry Année : 2013

Redox-active proligands from the direct connection of 1,3-dithiol-2-one to tetrathiafulvalene (TTF): syntheses, characterizations and metal complexation

Résumé

In the search for novel tetrathiafulvalene-substituted dithiolene ligands, two tetrathiafulvalene (TTF) molecules directly connected to 1,3-dithiol-2-one fragments have been synthesized and characterized by single crystal X-ray diffraction, electrochemical and spectroscopic analyses. TTF1 was obtained, in moderate yield, by the cross-coupling of 4,5-bis(methylthio)-1,3-dithiole-2-one with 4,4′-bis(1,3-dithiole-2-one) in triethylphosphite, whereas for TTF2, the 1,3-dithiol-2-one fragment was introduced, in high yield, by an original reaction of the alkyne group of an ethynyl TTF (Me3TTF-C[triple bond, length as m-dash]CH) with xanthogen in the presence of a radical initiator. Opening of the 1,3-dithiol-2-one fragments with sodium methanolate leads to the formation of two new 1,2-dithiolate ligands functionalized with redox-active TTF moieties, which can efficiently coordinate metals. As an illustration, two original heteroleptic bis(cyclopentadienyl)dithiolene titanium complexes were isolated and characterized.

Domaines

Matériaux
Fichier principal
Vignette du fichier
c3nj41097h.pdf (1.29 Mo) Télécharger le fichier
Origine : Fichiers éditeurs autorisés sur une archive ouverte
Loading...

Dates et versions

hal-00843908 , version 1 (15-07-2013)

Identifiants

Citer

Franck Camerel, Olivier Jeannin, Gilles Yzambart, Bruno Fabre, Dominique Lorcy, et al.. Redox-active proligands from the direct connection of 1,3-dithiol-2-one to tetrathiafulvalene (TTF): syntheses, characterizations and metal complexation. New Journal of Chemistry, 2013, 37, pp.992-1001. ⟨10.1039/C3NJ41097H⟩. ⟨hal-00843908⟩
79 Consultations
217 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More