Room‐temperature Suzuki–Miyaura cross‐coupling reaction with α‐diimine Pd(II) catalysts |
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| Authors: | Fuzhou Wang Ryo Tanaka Zhengguo Cai Yuushou Nakayama Takeshi Shiono |
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| Institution: | 1. Graduate School of Engineering, Hiroshima University, Higashi‐Hiroshima, Japan;2. State Key Lab of Chemical Fibers & Polymer Materials, College of Material Science & Engineering, Donghua University, Shanghai, China |
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| Abstract: | An α‐diimine Pd(II) complex containing chiral sec‐phenethyl groups, {bisN,N′‐(4‐methyl‐2‐sec‐phenethylphenyl)imino]‐2,3‐butadiene}dichloropalladium (rac‐ C1 ), was synthesized and characterized. rac‐ C1 was applied as an efficient catalyst for the Suzuki–Miyaura cross‐coupling reaction between various aniline halides and arylboronic acid in PEG‐400–H2O at room temperature. Among a series of aniline halides, rac‐ C1 did not catalyze the cross‐coupling of aniline chlorides and fluorides but efficiently catalyzed the cross‐coupling of aniline bromides and iodides with phenylboronic acid. The catalytic activity reduced slightly with increasing steric hindrance of the aniline bromides. The complexes {bisN,N′‐(4‐fluoro‐2,6‐diphenylphenyl)imino]‐2,3‐butadiene}dichloropalladium and {bisN,N′‐(4‐fluoro‐2,6‐diphenylphenyl)imino]acenaphthene}dichloropalladium were also found to be efficient catalysts for the reaction. Copyright © 2015 John Wiley & Sons, Ltd. |
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| Keywords: | α ‐diimine Pd(II) complexes Suzuki– Miyaura cross‐coupling reaction room temperature aniline bromides |
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