Unprecedented Demonstration of Regioselective S <sub>E</sub> Ar Reaction giving Unsymmetrical Regioregular Oligothiophenes - Université d'Angers Accéder directement au contenu
Article Dans Une Revue Chemistry - A European Journal Année : 2016

Unprecedented Demonstration of Regioselective S E Ar Reaction giving Unsymmetrical Regioregular Oligothiophenes

Chady Moussallem
  • Fonction : Auteur
Simon Olivier
  • Fonction : Auteur
Jérémie Grolleau
  • Fonction : Auteur
  • PersonId : 992120
Magali Allain
Charlotte Mallet
  • Fonction : Auteur
Gurunathan Savitha
  • Fonction : Auteur
Frédéric Gohier
Pierre Frère

Résumé

Aromatization of 4-cyano-3-oxotetrahydrothiophene by sulfuryl chloride gives the new building block 4-cyano-3-pyrrolidylthiophene, which forms unsymmetrical regioregular oligothiophenes with a strict alternation of the donor and acceptor groups along the conjugated system. The self-coupling reactions that form the oligomers are shown to proceed by a regioselective electrophilic aromatic substitution mechanism involving a stabilized Wheland intermediate.

Domaines

Chimie

Dates et versions

hal-01391730 , version 1 (03-11-2016)

Identifiants

Citer

Chady Moussallem, Simon Olivier, Jérémie Grolleau, Magali Allain, Charlotte Mallet, et al.. Unprecedented Demonstration of Regioselective S E Ar Reaction giving Unsymmetrical Regioregular Oligothiophenes. Chemistry - A European Journal, 2016, 22 (19), pp.6510-6514. ⟨10.1002/chem.201600159⟩. ⟨hal-01391730⟩
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