Room Temperature Nickel(II) Complexes [(4‐MeOC<sub>6</sub>H<sub>4</sub>)Ni(PCy<sub>3</sub>)<sub>2</sub>OTs and Ni(PCy<sub>3</sub>)<sub>2</sub>X<sub>2</sub>]‐Catalyzed Cross‐Coupling Reactions of Aryl/Alkenyl Sulfonates with Arylboronic Acids

Chunhui Xing, Jeng‐Ru Lee, Zhen‐Yu Tang, Jin Zheng, Qiao‐Sheng Hu

Advanced Synthesis & Catalysis · 2011 · 48 citations · 82 references

Concepts

Abstract

Abstract Room temperature nickel(II) complexes [(4‐MeOC 6 H 4 )Ni(PCy 3 ) 2 OTs and Ni(PCy 3 ) 2 X 2 (X=Cl, Br)]‐catalyzed cross‐coupling reactions of aryl/alkenyl sulfonates with arylboronic acids are described. The nickel(II) complex (4‐MeOC 6 H 4 )Ni(PCy 3 ) 2 OTs proved to be a general catalyst for the Suzuki–Miyaura cross‐coupling reactions of aryl sulfonates with arylboronic acids. By limiting the amount of the water in the initial catalytically active Ni(0) species generation stage, Ni(PCy 3 ) 2 X 2 (X=Cl, Br) could also be efficient catalysts for the cross‐coupling reactions a variety of aryl/activated alkenyl tosylates with arylboronic acids. The mild reaction condition, the easy availability of the catalysts and excellent coupling yields make these catalyst systems potentially useful in organic synthesis.

References

82