Potassium Carbonate → 2-[3'-(Dibenzothiophen-4-yl)biphenyl-3-yl]dibenzo[f,h]quinoxaline

Participants

Reaction Steps

In a 200 mL three-neck flask were put 3.0 g (7.8 mmol) of 2-(3-bromophenyl)dibenzo[f,h]quinoxaline, 2.6 g (8.6 mmol) of 3-(dibenzothiophen-4-yl)phenylboronic acid obtained in Step 2, 0.24 g (0.78 mmol) of tri(ortho-tolyl)phosphine (P(o-tolyl)3), 78 mL of toluene, 7.8 mL of ethanol, and 12 mL of 2.0 M potassium carbonate aqueous solution. The mixture was degassed by being stirred under reduced pressure, and the air in the flask was replaced with nitrogen. To the mixture was added 35 mg (0.16 mmol) of palladium(II) acetate. The mixture was stirred at 80° C. under a nitrogen stream for 8 hours. After a predetermined period of time had elapsed, the precipitated solid was separated by filtration to give a yellow solid. The solid was washed with water and ethanol, toluene was added thereto, and the resulting mixture was stirred while being heated. The toluene solution was suction-filtered to give 3.1 g of 2-[3′-(dibenzothiophen-4-yl)biphenyl-3-yl]dibenzo[f,h]quinoxaline (abbreviation: 2mDBTBPDBq-II) as a yellow solid (yellow powder) in a yield of 71%.

Provenance & Evidence