Toluene → HCID 90401604, compound

Participants

Reaction Conditions

Reaction Steps

In a stream of argon, 700 mg of 2-chloro-1,10-phenanthroline, 1.60 g of 2,4-di(4-biphenylyl-6-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3,5-triazine, 346 mg of lithium chloride and 126 mg of tetrakis(triphenylphosphine)palladium were suspended in a toluene (64 mL)/ethanol (16 mL) mixed solvent. 5.4 mL of a 2.0 M aqueous sodium carbonate solution was added in the obtained suspension, and the mixture was stirred at 100° C. for 65 hours. Then the reaction mixture was left to be cooled to room temperature, and distilled under a reduced pressure to remove low-boiling point ingredients. The thus-obtained residue was purified by alumina column chromatography using a hexane/chloroform (1:2 to 1:3) mixed solvent as a developing solvent, and then recrystallized from a dichloromethane/methanol mixed solvent to give 1.58 g of target 2,4-di(4-biphenylyl)-6-[3-(1,10-phenanthrolin-2-yl)phenyl]-1,3,5-triazine as a white powder (yield, 91%).

Provenance & Evidence