Bromobenzene → Biphenyl

Participants

Reaction Conditions

Reaction Steps

To a solution of bromobenzene (0.079 g, 0.5 mmol), phenyl boronic acid (0.073 g, 0.60 mmol) and potassium carbonate (0.138 g, 1 mmol) in 1,4-dioxane solvent (2.0 mL) was added the solid catalyst (0.01 mmol, 2 mol %) under argon gas. The reaction was then stirred at 80° C. for 16 hours. The mixture was then cooled to room temperature, filtered and concentrated in vacuo. The residue was subsequently purified by silica gel chromatography (hexanes/EtOAc or hexanes/ether). The isolated product was characterized by 1H NMR spectroscopy. Characterization Data (Biphenyl): Isolated as colorless solid; 1H NMR (CDCl3, 300 MHz): δ 7.71 (4H, d, J=7.8 Hz), 7.55 (4H, t, J=7.5 Hz), 7.45 (2H, t, J=7.2 Hz). Results are shown in Table 4.

Provenance & Evidence