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

ABSTRACT: The title compound, C(6)H(4)Br(2)S, represents a versatile building block for the preparation of ?-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.

SUBMITTER: Clement S 

PROVIDER: S-EPMC3051600 | biostudies-literature | 2011 Jan

REPOSITORIES: biostudies-literature

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

Clément Sebastien S   Clément Sebastien S   Guyard Laurent L   Knorr Michael M   Eckert Prisca K PK   Strohmann Carsten C  

Acta crystallographica. Section E, Structure reports online 20110122 Pt 2

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  ...[more]

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