Copper-Catalyzed Alkyl–Alkyl Cross-Coupling Reactions Using Hydrocarbon Additives: Efficiency of Catalyst and Roles of Additives

…, H Kuniyasu, J Terao, N Kambe

Index: Terao, Jun; Watanabe, Hideyuki; Ikumi, Aki; Kuniyasu, Hitoshi; Kambe, Nobuaki Journal of the American Chemical Society, 2002 , vol. 124, # 16 p. 4222 - 4223

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Citation Number: 14

Abstract

Cross-coupling of alkyl halides with alkyl Grignard reagents proceeds with extremely high TONs of up to 1230000 using a Cu/unsaturated hydrocarbon catalytic system. Alkyl fluorides, chlorides, bromides, and tosylates are all suitable electrophiles, and a TOF as high as 31200 h–1 was attained using an alkyl iodide. Side reactions of this catalytic system, ie, reduction, dehydrohalogenation (elimination), and the homocoupling of alkyl halides, ...