7,7’-(4,4-Bis(2-ethylhexyl)-4<i>H</i>-cyclopenta[2,1-<i>b</i>:3,4-<i>b</i>’]dithiophene-2,6-diyl)bis(4-bromobenzo[<i>c</i>][1,2,5]thiadiazole)

Abstract

2,6-Bis(benzo[c][1,2,5]thiadiazol-4-yl)-4H-cyclopenta[2,1-b:3,4-b’]dithiophenes are of interest for the synthesis of molecules which can be employed in optoelectronic devices. In this communication, 7,7’-(4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b’]dithiophene-2,6-diyl)bis(4-bromobenzo[c][1,2,5]thiadiazole) was obtained by direct C–H cross-coupling of 4,7-dibromobenzo[c][1,2,5]thiadiazole with 4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b’]dithiophene in the presence of palladium(II)acetate and potassium pivalate. The structure of newly synthesized compound was established by means of elemental analysis, high-resolution mass spectrometry, 1H, 13C NMR, IR and UV spectroscopy.

Keywords

• π-conjugated molecules
• direct C–H arylation
• 4,7-dibromobenzo[<i>c</i>][1,2,5]thiadiazole
• 4,4-bis(2-ethylhexyl)-4<i>H</i>-cyclopenta[2,1-<i>b</i>:3,4-<i>b</i>’]dithiophene