A kind of method that nano-palladium catalyst catalyzes Suzuki coupling reaction to synthesize biphenyl compounds

[0016] (1) Preparation of nano-palladium catalyst

[0017] Add tetrakis(triphenylphosphine)palladium (260 mg, 0.225 mmol), tetraethylene glycol (418 mg, 2.20 mmol), tri-sec-butyl alcohol (oxy)aluminum (9.50 g, 38.5 mmol) into a round bottom flask, n-Butanol (3mL, 32.7 mmol), stirred at 120 °C for 10 h to obtain a black suspension, then added 2 mL of water dropwise, and continued to react at 120 °C for 0.5 h after the addition, and filtered the obtained black solid Wash with acetone and dry at room temperature to obtain an olive-green solid powder that is the nano-palladium catalyst.

[0018] (2) Synthesis of biaryl compounds

[0019] Add 0.3mmol aryl tetrafluoroborate diazonium salt, 1.2mol eq. aryl boric acid and 0.3 mol% nano-palladium catalyst to 1.8mL methanol successively, control the reaction temperature and stir until no diazonium salt remains in the reaction system, and use TLC to detect reaction process. After the reaction stopped, the solvent was distilled off under