SET-Induced Biaryl Cross-Coupling: An SRN1 Reaction
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- 作者：Brandon E. Haines ; Olaf Wiest
- 刊名：Journal of Organic Chemistry
- 出版年：2014
- 出版时间：March 21, 2014
- 年：2014
- 卷：79
- 期：6
- 页码：2771-2774
- 全文大小：283K
- 年卷期：v.79,no.6(March 21, 2014)
- ISSN：1520-6904
文摘
The SET-induced biaryl cross-coupling reaction is established as the first example of a Grignard SRN1 reaction. The reaction is examined within the mechanistic framework of dissociative electron transfer in the presence of a Lewis acid. DFT calculations show that the reaction proceeds through a radical intermediate in the form of an Mg ion-radical cage, which eludes detection in trapping experiments by reacting quickly to form an MgPh2 radical anion intermediate. A new mechanism is proposed.