![](//blog.wenxuecity.com/images/pixel_trans.gif) |
格氏试剂与氧气的反应一般分为如下2个步骤: -
格氏试剂与O2反应先形成过氧化物。 -
过氧化物与另一分子格氏试剂反应形成ROMgX。ROMgX在被水淬灭后,则生成ROH,即醇或酚。 -
一般而言,芳基格氏试剂比烷基格氏试剂对氧气更稳定一些。 -
![](https://blog.wenxuecity.com/upload/album/33/75/26/00661d6e45334FpgqD9p.png) -
更直观的机理如下所示: -
![](https://blog.wenxuecity.com/upload/album/33/75/26/00661d6e4812v5LSigez.png) -
如果有其他合适的金属离子存在下,也会发生格氏试剂的自偶联反应: -
![](https://blog.wenxuecity.com/upload/album/33/75/26/00661d6e4943repecIfq.png) -
具体案例: -
![](https://blog.wenxuecity.com/upload/album/33/75/26/00661d6e5122Bdo2r0cl.png) ![](https://blog.wenxuecity.com/upload/album/33/75/26/00661d6e5479L0oXE0CU.png) ![](https://blog.wenxuecity.com/upload/album/33/75/26/00661d6e5598wC5V3SV9.png) ![](https://blog.wenxuecity.com/upload/album/33/75/26/00661d6e5690FmfqqU5x.png) -
来自网络 J. Am. Chem. Soc. 1972, 94, 22, 7707–7710 Journal of Organometallic Chemistry, 2016, Pages 25-34 Angew. Chem. Int. Ed. 2014, 53, 3353 –3357 Organic Preparations and Procedures International, 2022, 203-219 Org. Process Res. Dev. 2020, 24, 12, 2814–2829 Org. Lett. 2018, 20, 4, 1114–1117 Angew. Chem. Int. Ed. 2021, Pages 24644-24649 |
![](//blog.wenxuecity.com/images/pixel_trans.gif) |
|