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

Participants

Reaction Conditions

Reaction Steps

In a stream of argon, 168 mg of 2-[3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl]-4,6-bis(4-tert-butylphenyl)-1,3,5-triazine, 129 mg of 2-chloro-1,10-phenanthroline, 32 mg of lithium chloride and 23 mg of tetrakis(triphenylphosphine) palladium were suspended in a toluene (6.0 mL)/ethanol (1.5 mL) mixed solvent. 1.0 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 88 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. Water was added to the residue to give a crude product. The crude product was collected by filtration, and evaporated to dryness under a reduced pressure. The dried crude product was recrystallized from a dichloromethane/hexane mixed solvent to give 179 mg of target 2-[3,5-bis(1,10-phenanthrolin-2-yl)phenyl]-4,6-bis(4-tert-butylphenyl)-1,3,5-triazine as a yellow solid (yield, 92%).

Provenance & Evidence