(E)-3-(2,3,4,5,6-Pentafluorostyryl)thiophene

Sébastien Clément (1, 2) , Olivier Coulembier (1) , Franck Meyer (1) , Matthias Zeller (3) , Christophe M. L. Vande Velde (4)

1 SMPC - Laboratoire de Chimie des Matériaux et Polymères
2 Laboratoire de Chimie des Polymères
3 Department of chemistry
4 Department of Applied Science

The reaction of thiophene-3-carboxaldehyde and perfluoro-benzyltriphenylphosphonium bromide in the presence of sodium hydride gave the title compound, C12H5F5S, in 70% yield. The thiophene and perfluorophenyl groups form a dihedral angle of 5.4 (2)degrees. The structure is characterized by a head-to-tail organization in a columnar arrangement due to pi-pi interactions between the thiophene and pentafluorophenyl rings with centroid-centroid distances in the range 3.698 (2)-3.802 (2) angstrom.

Sébastien Clément, Olivier Coulembier, Franck Meyer, Matthias Zeller, Christophe M. L. Vande Velde. (E)-3-(2,3,4,5,6-Pentafluorostyryl)thiophene. Acta Crystallographica Section E : Structure Reports Online [2001-2014], 2010, 66, pp.o896. ⟨10.1107/S1600536810009992⟩. ⟨hal-00475393⟩