2-(2,2-Dibromo-ethen-yl)thio-phene

The title compound, C(6)H(4)Br(2)S, represents a versatile building block for the preparation of π-conjugated redox-active thienyl oligomers and metal-mediated cross-coupling reactions. This is due to the presence of an electrochemically active thienyl heterocycle and a reactive dibromo-vinyl substi...

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Bibliographic Details
Published in:Acta crystallographica. Section E, Structure reports online Structure reports online, 2011-01, Vol.67 (Pt 2), p.o481-o481
Main Authors: Clément, Sebastien, Guyard, Laurent, Knorr, Michael, Eckert, Prisca K, Strohmann, Carsten
Format: Article
Language:English
Subjects:
Organic Papers
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Summary:The title compound, C(6)H(4)Br(2)S, represents a versatile building block for the preparation of π-conjugated redox-active thienyl oligomers and metal-mediated cross-coupling reactions. This is due to the presence of an electrochemically active thienyl heterocycle and a reactive dibromo-vinyl substituent, which easily undergoes dehydro-bromination in the presence of n-butyl-lithium to afford 2-ethynyl-thio-phene. In the molecule, the alkenyl unit and the thio-phene ring are almost coplanar with an angle of 3.5 (2)° between the normals of the best planes of the thio-phene ring and the vinyl moiety.
ISSN:1600-5368
DOI:10.1107/S1600536811002522