Unsymmetric-1,3-disubstituted imidazolium salt for palladium-catalyzed Suzuki–Miyaura cross-coupling reactions of aryl bromides

✍ Scribed by Hong-Wei Yu; Ji-Cheng Shi; Hong Zhang; Peng-Yu Yang; Xin-Ping Wang; Zi-Lin Jin

• Publisher: Elsevier Science
• Year: 2006
• Tongue: English
• Weight: 173 KB
• Volume: 250
• Category: Article
• ISSN: 1381-1169
• DOI: 10.1016/j.molcata.2006.01.034

✦ Synopsis

A series of 1-(ferrocenylethyl)-3-substituted-imidazolium salts [3-substitute = 2,6-di(iso-propyl)phenyl (1a), 2,4,6-trimethylphenyl (1b), tertbutyl (1c), 1-Ad (1d), cyclohexyl (1e)] have been synthesized from a racemic ferrocenylethyl acetate and the corresponding N-substituted imidazole in high yields (70-94%). A combination of Pd(OAc) 2 and 1a-d was found to form an excellent catalyst system for the Suzuki-Miyaura crosscoupling reactions of aryl bromides with phenylboronic acid in the presence of Cs 2 CO 3 .