The present invention is directed to a method for preparing a
4,7-bis(5-halothien-2-yl)-2,1,3-benzothiadiazole, more particularly,
4,7-bis(5-bromothien-2-yl)-2,1,3-benzothiadiazole, and a precursor
therefor, namely, a 4,7-bis(thien-2-yl)-2,1,3-benzothiadiazole. The
precursor is prepared by contacting in the presence of a palladium
catalyst and a solvent a 4,7-dihalo-2,1,3-benzothiadiazole with a thienyl
group adding reagent, which can either be a 2-thienylzinc halide, a
2-thienylmagnesium halide, or a 2-thiopheneboronic acid, under such
conditions as to form 4,7-bis(thien-2-yl)-2,1,3-benzothiadiazole. The
precursor can then be halogenated, preferably brominated, to form the
desired dibrominated product, which is a particularly suitable monomer
for the preparation of a copolymer of a 9,9-disubstituted fluorene. This
copolymer is useful, for example, in polymeric light emitting diode
(pLED) applications.