Room-temperature Suzuki–Miyaura coupling of aryl bromides with phenylboronic acid catalyzed by a palladium complex with an inexpensive nitrogen-containing bis(phosphinite) ligand

• Synthesis of a palladium complex with a nitrogen-containing bis(phosphinite)
• The ligand is bound to palladium in a P,P-bidentate coordination mode.
• The bite angle P–Pd–P is 98.90°.
• Efficient Suzuki–Miyaura coupling of aryl bromides at room temperature
• Activated aryl bromides displayed high yields for biaryls even within minutes.

A palladium(II) complex with a known inexpensive and very easily synthesized nitrogen-containing bis(phosphinite) ligand has been prepared and characterized by spectroscopic and crystallographic studies. The ligand is bound to the metal in a P,P-bidentate coordination mode with a bite angle of 98.90°. This complex was found to be an efficient catalyst for room-temperature Suzuki–Miyaura coupling of a variety of aryl bromides with phenylboronic acid. At 0.1 mol% of palladium in DMF/K3PO4 for 24 h, the corresponding biaryls were obtained with 75–92% yields. Activated substrates displayed high yields even within minutes.

Figure optionsDownload as PowerPoint slide