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

The reaction of thio­phene-3-carboxaldehyde and perfluoro­benzyl­triphenyl­phospho­nium bromide in the presence of sodium hydride gave the title compound, C(12)H(5)F(5)S, in 70% yield. The thiophene and perfluorophenyl groups form a dihedral angle of 5.4 (2)°. The structure is characterized by a hea...

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Autores principales: Clément, Sébastien, Coulembier, Olivier, Meyer, Franck, Zeller, Matthias, Vande Velde, Christophe M. L.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983909/
https://www.ncbi.nlm.nih.gov/pubmed/21580713
http://dx.doi.org/10.1107/S1600536810009992
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author Clément, Sébastien
Coulembier, Olivier
Meyer, Franck
Zeller, Matthias
Vande Velde, Christophe M. L.
author_facet Clément, Sébastien
Coulembier, Olivier
Meyer, Franck
Zeller, Matthias
Vande Velde, Christophe M. L.
author_sort Clément, Sébastien
collection PubMed
description The reaction of thio­phene-3-carboxaldehyde and perfluoro­benzyl­triphenyl­phospho­nium bromide in the presence of sodium hydride gave the title compound, C(12)H(5)F(5)S, in 70% yield. The thiophene and perfluorophenyl groups form a dihedral angle of 5.4 (2)°. The structure is characterized by a head-to-tail organization in a columnar arrangement due to π–π inter­actions between the thio­phene and penta­fluoro­phenyl rings with centroid–centroid distances in the range 3.698 (2)–3.802 (2) Å.
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spelling pubmed-29839092010-12-30 (E)-3-(2,3,4,5,6-Penta­fluoro­styr­yl)thio­phene Clément, Sébastien Coulembier, Olivier Meyer, Franck Zeller, Matthias Vande Velde, Christophe M. L. Acta Crystallogr Sect E Struct Rep Online Organic Papers The reaction of thio­phene-3-carboxaldehyde and perfluoro­benzyl­triphenyl­phospho­nium bromide in the presence of sodium hydride gave the title compound, C(12)H(5)F(5)S, in 70% yield. The thiophene and perfluorophenyl groups form a dihedral angle of 5.4 (2)°. The structure is characterized by a head-to-tail organization in a columnar arrangement due to π–π inter­actions between the thio­phene and penta­fluoro­phenyl rings with centroid–centroid distances in the range 3.698 (2)–3.802 (2) Å. International Union of Crystallography 2010-03-24 /pmc/articles/PMC2983909/ /pubmed/21580713 http://dx.doi.org/10.1107/S1600536810009992 Text en © Clément et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Clément, Sébastien
Coulembier, Olivier
Meyer, Franck
Zeller, Matthias
Vande Velde, Christophe M. L.
(E)-3-(2,3,4,5,6-Penta­fluoro­styr­yl)thio­phene
title (E)-3-(2,3,4,5,6-Penta­fluoro­styr­yl)thio­phene
title_full (E)-3-(2,3,4,5,6-Penta­fluoro­styr­yl)thio­phene
title_fullStr (E)-3-(2,3,4,5,6-Penta­fluoro­styr­yl)thio­phene
title_full_unstemmed (E)-3-(2,3,4,5,6-Penta­fluoro­styr­yl)thio­phene
title_short (E)-3-(2,3,4,5,6-Penta­fluoro­styr­yl)thio­phene
title_sort (e)-3-(2,3,4,5,6-penta­fluoro­styr­yl)thio­phene
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983909/
https://www.ncbi.nlm.nih.gov/pubmed/21580713
http://dx.doi.org/10.1107/S1600536810009992
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