N,N,N′,N′-tetra(diphenylphosphinomethyl)pyridine-2,6-diamine/palladium catalyzed Suzuki–Miyaura coupling of aryl and heteroaryl halides

• TPPDA in combination with PdCl2 was originally used to catalyze Suzuki coupling.
• The catalytic system gave a high TON of 3,350,000 for 3-bromochlorobenzene.
• For 4-trifluoromethyl-2-nitrochlorobenzene, a TON of 9,900 was obtained.

An easily synthesized tetraphosphine N,N,N′,N′-tetra(diphenylphosphinomethyl)-pyridine-2,6-diamine (TPPDA) in combination with PdCl2 was proved to be a highly efficient catalyst for Suzuki–Miyaura cross-coupling. This system could catalyze a variety of aryl halide substrates with a wide range of functional groups as well as heteroaryl halides. A high turnover number (TON) up to 3,350,000 was reached for 3-bromochlorobenzene.

An easily synthesized tetraphosphine N,N,N′,N′-tetra(diphenylphosphinomethyl)-pyridine-2,6-diamine (TPPDA) in combination with PdCl2 was proved to be a highly efficient catalyst for Suzuki–Miyaura cross-coupling.Figure optionsDownload as PowerPoint slide