Efficient pyridylbenzamidine ligands for palladium-catalyzed Suzuki-Miyaura reaction

• Published in: Applied organometallic chemistry Vol. 26; no. 12; pp. 701 - 706
• Main Authors: Huang, Ying-Tang, Tang, Xiao, Yang, Yi, Shen, Dong-Sheng, Tan, Cheng, Liu, Feng-Shou
• Format: Journal Article
• Language: English
• Published: HOBOKEN Blackwell Publishing Ltd 01.12.2012; Wiley
• Subjects: aryl bromide; aryl chloride; Chemistry; Chemistry, Applied; Chemistry, Inorganic & Nuclear; Physical Sciences; pyridylbenzamidine ligand; Science & Technology; Suzuki-Miyaura reaction; aryl chloride; HECK; SCOPE; COMPLEXES; METATHESIS POLYMERIZATION ROMP; CONVENIENT; pyridylbenzamidine ligand; CROSS-COUPLING REACTIONS; C-C; SYSTEMS; METAL; aryl bromide; ARYL CHLORIDES; Suzuki-Miyaura reaction
• ISSN: 0268-2605; 1099-0739
• DOI: 10.1002/aoc.2913

A series of pyridylbenzamidine ligands were applied in palladium‐catalyzed Suzuki–Miyaura reactions and the effect of ligand on catalytic properties was evaluated. Under the optimization conditions, the bulky and electron‐donating nitrogen donor ligands were successfully used to catalyze the reaction of a variety of aryl bromides and aryl chlorides with arylboronic acid, giving the desired products in moderate to high yields. Copyright © 2012 John Wiley & Sons, Ltd. A systematic investigation on the effects of steric and electronic substituted pyridylbenzamidine ligands was tested in a Suzuki‐Miyaura cross‐coupling reaction. Under the optimized conditions, it demonstrated a significant advance in the efficiency of the cross‐coupling of aryl bromides and aryl chlorides with arylboronic acids to produce the desired biaryl products.