Carbon-carbon bond-forming reactions using alkyl fluorides

Carbon-carbon bond-forming reactions using alkyl fluorides
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DOI:
10.1351/pac200880050941
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发表时间:
2008-05-01
影响因子:
1.8
通讯作者:
Kambe, Nobuaki
Kambe, Nobuaki
中科院分区:
化学4区
文献类型:
--
作者:
Terao, Jun;Todo, Hirohisa;Kambe, Nobuaki

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本文总结了我们最近在烷基氟化物催化下的C-C键形成反应的研究结果,主要集中在过渡金属催化下的反应。这些反应在温和的条件下通过结合使用格氏试剂和过渡金属催化剂如Ni、Cu和Zr有效地进行。这些过渡金属与格氏试剂反应形成的配合物中间体作为催化活性物种发挥了重要作用。室温下,有机铝试剂在非极性溶剂中直接与烷基氟反应生成C-C键。这些研究证明了烷基氟化物在C-C键形成反应中的实用性,并为使用烷基氟化物构建碳框架提供了有前途的方法。的范围和限制,以及反应途径,进行了讨论。
This account summarizes our recent results on C-C bond formation reactions using alkyl fluorides mostly focusing on the transition-metal-catalyzed reactions. These reactions proceed efficiently under mild conditions by the combined use of Grignard reagents and transition-metal catalysts, such as Ni, Cu, and Zr. It is proposed that ate complex intermediates formed by the reaction of these transition metals with Grignard reagents play important roles as the active catalytic species. Organoaluminun reagents react directly with alkyl fluorides in nonpolar solvents at room temperature to form C-C bonds. These studies demonstrate the practical usefulness of alkyl fluorides in C-C bond formation reactions and provide a promising method for the construction of carbon frameworks employing alkyl fluorides. The scope and limitations, as well as reaction pathways, are discussed.