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Article dans une revue

N-Aryl Pyrrolo-tetrathiafulvalene Based Ligands: Synthesis and Metal Coordination

Abstract :

A straightforward general synthetic access to N-aryl-1,3-dithiolo[4,5-c]pyrrole-2-thione derivatives 6 from acetylenedicarbaldehyde monoacetal is depicted. In addition to their potentiality as precursors to dithioalkyl-pyrrole derivatives, thiones 6 are key building blocks to N-aryl monopyrrolo-tetrathiafulvalene (MPTTF) derivatives 10. X-ray structures of four of these thiones intermediates, reminiscent of the corresponding MPTTF derivatives, are provided. When the aryl group is a binding pyridyl unit, the MPTTF derivative 10a can coordinate M(II) salts (M = Pt, Pd). The first examples of metal-directed orthogonal MPTTF-based dimers 11-14, obtained through coordination of 10a to cis-blocked square planar Pt or Pd complexes are described. Studies on the parameters influencing the dimer construction are presented, as well as first recognition properties of the resulting electron-rich clip for C60.

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https://hal.univ-angers.fr/hal-03027829
Contributeur : Okina Université d'Angers <>
Soumis le : vendredi 27 novembre 2020 - 12:28:39
Dernière modification le : jeudi 3 décembre 2020 - 03:28:54
Archivage à long terme le : : dimanche 28 février 2021 - 19:19:38

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Jean-Yves Balandier, Marcos Chas, Paul-Ionut Dron, Sébastien Goeb, David Canevet, et al.. N-Aryl Pyrrolo-tetrathiafulvalene Based Ligands: Synthesis and Metal Coordination. Journal of Organic Chemistry, American Chemical Society, 2010, 75 (5), pp.1589 - 1599. ⟨10.1021/jo902529e⟩. ⟨hal-03027829⟩

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