Kumada-Tamao-Corriu Coupling of Alkyl Halides Catalyzed by an Iron-Bisphosphine Complex

被引:83
作者
Hatakeyama, Takuji [1 ]
Fujiwara, Yu-ichi [1 ,2 ]
Okada, Yoshihiro [1 ,2 ]
Itoh, Takuma [1 ,2 ]
Hashimoto, Toru [1 ,2 ]
Kawamura, Shintaro [1 ,2 ]
Ogata, Kazuki [1 ,2 ]
Takaya, Hikaru [1 ]
Nakamura, Masaharu [1 ]
机构
[1] Kyoto Univ, IRCELS, ICR, Kyoto 6110011, Japan
[2] Kyoto Univ, Grad Sch Engn, Dept Energy & Hydrocarbon Chem, Nishikyo Ku, Kyoto 6158530, Japan
基金
日本学术振兴会;
关键词
ARYL GRIGNARD-REAGENTS; BOND FORMATION; PHOSPHATES; SUBSTITUTION; REACTIVITY; COBALT; SALTS;
D O I
10.1246/cl.2011.1030
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An iron(II) chloride complex possessing a sterically demanding ortho-phenylene-tethered bisphosphine ligand shows a high catalytic activity in the Kumada-Tamao-Corriu coupling of nonactivated alkyl halides with aryl Grignard reagents. Primary, secondary, and tertiary alkyl halides can participate as an electrophilic coupling partner. A radical clock experiment using (iodomethyl)cyclopropane exclusively gives the corresponding ring-opening coupling product, suggesting intermediacy of alkyl radical species.
引用
收藏
页码:1030 / 1032
页数:3
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