Tetrahedron

Palladium catalyzed Suzuki–Miyaura coupling with aryl chlorides using a bulky phenanthryl N-heterocyclic carbene ligand

C Song, Y Ma, Q Chai, C Ma, W Jiang, MB Andrus

Index: Song, Chun; Ma, Yudao; Chai, Qiang; Ma, Chanqin; Jiang, Wei; Andrus, Merritt B. Tetrahedron, 2005 , vol. 61, # 31 p. 7438 - 7446

Full Text: HTML

Citation Number: 106

Abstract

A novel bis-phenanthryl N-heterocyclic carbene (NHC) based palladium acetate catalyst was effective for the coupling of various aryl and vinyl chlorides with organoboron compounds. N, N-Bis-(2, 9-dicyclohexyl-10-phenanthryl)-4, 5-dihydroimidazolium chloride (H2ICP· HCl) with Pd (OAc) 2 and KF· 18-c-6 in THF at room temperature gave Suzuki– Miyaura coupling of aryl and vinyl chorides, including unactivated and di-ortho substituted ...

 Related Synthetic Route

~91%

~90%

~91%

~85%

~86%

~94%

~88%

~93%

~91%

~97%

~89%

~93%

~93%

~96%

~16%

~89%

~97%

~97%

~95%

~82%