Direct Arylation Polycondensation of Fluoroarenes with Dibromoarenes

Abstract

[Notes] Here, we demonstrate that the direct arylation polycondensation of fl uoroarenes with dibromoarenes proceeds e ffi ciently under the conditions that we have previously reported for the synthesis of other polymers. The polycondensation of 1.2.4.5 - tetra fl uorobenzene, 1,2,3,5 - tetra fl uorobenzene or 2,2 B ,3,3 B ,5,5 B ,6,6 B - octa fl uorobiphenyl with 5,5 B - dibromo - 3,3 B - dihexyl - 2,2 B - bitiophene, 3,6 - dibromo - N - octylcarbazole or 4,4 B - dibromo - N -( 2 - ethyl hexyl ) diphenylamine in the presence of palladium acetate ( 2.5mol% ) , di - tert - butylmethylphosphonium tetra fl uoroborate ( 5.0mol% ) , acetic acid ( 2eq. ) , and potassium carbonate ( 6eq. ) in toluene ( 0.5mL ) at 120 ° C for 24h gave the corresponding alternating polymers.