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

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...

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Bibliographic Details
Published in:Chemistry letters 2011-09, Vol.40 (9), p.1030-1032
Main Authors: Hatakeyama, Takuji, Fujiwara, Yu-ichi, Okada, Yoshihiro, Itoh, Takuma, Hashimoto, Toru, Kawamura, Shintaro, Ogata, Kazuki, Takaya, Hikaru, Nakamura, Masaharu
Format: Article
Language:English
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Summary: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.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2011.1030