par Clément, S;Meyer, Franck 
;De Winter, Julien;Coulembier, Olivier;Vande Velde, Christophe M L;Zeller, Matthias;Gerbaux, Pascal;Balandier, Jean-Yves ;Sergueev, Serguei ;Lazzaroni, Roberto;Geerts, Yves ;Dubois, Philippe
Référence Journal of organic chemistry, 75, 5, page (1561-1568)
Publication Publié, 2010
;De Winter, Julien;Coulembier, Olivier;Vande Velde, Christophe M L;Zeller, Matthias;Gerbaux, Pascal;Balandier, Jean-Yves ;Sergueev, Serguei ;Lazzaroni, Roberto;Geerts, Yves ;Dubois, PhilippeRéférence Journal of organic chemistry, 75, 5, page (1561-1568)
Publication Publié, 2010
Article révisé par les pairs
| Résumé : | The self-assembly of functional polythiophenes was studied by a bottom-up approach "from molecule to polymer". The synthesis and the X-ray structure of 2,5-dibromo-3-styryl and 3-2',3',4',5',6'-pentafluorostyryl-thiophenes revealed a supramolecular arrangement controlled by pi-pi interactions between the aromatic rings. A [2 + 2] photocyclization reaction in the solid state of (E)-1-2',5'-dibromo-3'-thienyl-2-pentafluorophenylethene triggers the formation of a rare cycloadduct comprising thiophene rings. The X-ray analysis confirmed its rctt stereochemistry. The synthesis of P3HT-b-P3ST and P3HT-b-P3STF block oligomers was achieved by a GRIM method in good yields. An indirect proof of well-defined nanostructured organization was provided by the partial photocyclization of pendant styryl moieties under UV irradiation. |
