Abstract:
The ligand 4,6-dibromo-1,3-bis(2’-oxazolinyl)benzene was synthesized from starting material 4,6-dibromoisophthalic acid after a series of reactions including acylation, amination, chlorination as well as ring closure. Treatment of this bisoxazoline with palladium acetate(II) and then ion exchanging with lithium chloride resulted in the corresponding pincer complex,[3,5-dibromo-2,6-bis (2’-oxazolinyl)phenyl]palladium(Ⅱ) chloride. The catalytic activity of this pincer complex in Suzuki coupling between aryl chlorides and phenylboronic acid was assessed. Experimental results demonstrate that the Suzuki coupling between series aryl chlorides and phenylboronic acid all give out the expected products in high yields except the case of p-chloroaniline. In addition, the product yields in the coupling of aryl chlorides bearing electron-donating groups catalyzed by palladium pincer are higher than those of aryl chlorides containing electron-withdrawing substituents probably because of the character of electron-withdrawing of bromines at 3,5-positions in this pincer complex.
LIU Fang, PENG Miao, WANG Hong-Xing.Synthesis of 3, 5-Dibromo-2, 6-bis(2’-oxazolinyl)phenylpalladium(II) Chloride and Its Catalytic Activity in Suzuki Coupling[J]. Chemcial Industry and Engineering, 2014,31(2): 7-12