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

Acta Crystallogr Sect E Struct Rep Online. 2011 Jan 22;67(Pt 2):o481. doi: 10.1107/S1600536811002522.

Abstract

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.