A highly efficient and recyclable NiCl₂(dppp)/PEG-400 system for Suzuki-Miyaura reaction of aryl chlorides with arylboronic acids

Abstract

NiCl₂(dppp) in PEG-400 is shown to be a highly efficient catalyst for Suzuki-Miyaura coupling of aryl chlorides with arylboronic acids. The reaction could be conducted at 100 °C using K₃PO₄ as base, yielding a variety of biaryls in good to excellent yields. The isolation of the products was readily performed by extraction with petroleum ether and NiCl₂(dppp)/PEG-400 system could be easily recycled and reused up to five times without significant loss of activity. Our system not only avoids the use of easily volatile and toxic dioxane or toluene as a solvent but also solves the basic problem of nickel catalyst reuse.

Graphical Abstract

Keywords:

• Nickel
• Suzuki-Miyaura coupling
• aryl chloride
• PEG-400
• green chemistry

Additional information

Funding

We thank the National Natural Science Foundation of China [No. 21462021], the Natural Science Foundation of Jiangxi Province of China [No. 20161BAB203086] and Key Laboratory of Functional Small Organic Molecule, Ministry of Education [No. KLFS-KF-201704] for financial support.