4-(Dimethylamino)phenylboronic acid → HCID 58625644, compound

Participants

Reaction Conditions

Reaction Steps

To a 40 mL glass vial, was added 4-(dimethylamino)phenylboronic acid (0.0858 g, 0.520 mmol), 2,4-di-tert-butyl-6-(4,7-dibromo-benzotriazol-2-yl)-phenol (0.1251 g, 0.260 mmol), toluene (0.65 mL), phase transfer catalyst (Aliquat 366®, 60% in toluene, 0.35 mL), tetrakis (triphenylphosphine) palladium in toluene (0.0104 M, 1.0 ml), and 0.8 mL of 2M degassed aqueous potassium carbonate. The vial was heated on an orbital shaker at 95° C. for 20 hours. After cooling to room temperature, methanol was added to the reaction mixture. Yellow crystals of product were collected after filtration and washed with DI water. Photoluminescence spectrometry of a dilute solution of the product in dichloromethane showed strong emission centered at 569 nm.

Provenance & Evidence