Sodium Carbonate → 2-[3,5-Bis(1,10-phenanthrolin-4-yl)phenyl]-4,6-diphenyl-1,3,5-triazine

Participants

Reaction Conditions

Reaction Steps

In a stream of argon, 1.42 g of 4-bromo-1,10-phenanthroline, 1.29 g 2-[3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4,6-diphenyl-1,3,5-triazine, 515 mg of lithium chloride and 266 mg of tetrakis(triphenylphosphine)palladium were suspended in a toluene (52 mL)/ethanol (13 mL) mixed solvent. 9.2 mL of a 2.0 M aqueous sodium carbonate solution was added in the suspension, and the mixture was stirred at 100° C. for 94 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 obtained crude product was purified by alumina column chromatography using a hexane/chloroform (1:1 to 0:1) mixed solvent as a developing solvent to give 955 mg of target 2-[3,5-bis(1,10-phenanthrolin-4-yl)phenyl]-4,6-diphenyl-1,3,5-triazine as a white powder (yield, 62%).

Provenance & Evidence