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2-(2,2-Dibromo­ethen­yl)thio­phene

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 dibromo­vinyl substi...

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Detalles Bibliográficos
Autores principales: Clément, Sebastien, Guyard, Laurent, Knorr, Michael, Eckert, Prisca K., Strohmann, Carsten
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051600/
https://www.ncbi.nlm.nih.gov/pubmed/21523138
http://dx.doi.org/10.1107/S1600536811002522
Descripción
Sumario: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 dibromo­vinyl substituent, which easily undergoes dehydro­bromination in the presence of n-butyl­lithium to afford 2-ethynyl­thio­phene. In the molecule, the alkenyl unit and the thio­phene ring are almost coplanar with an angle of 3.5 (2)° between the normals of the best planes of the thio­phene ring and the vinyl moiety.