Department of Chemistry, Imperial College London, South Kensington, London, SW7 2AZ, UK.
Chemistry. 2018 Nov 2;24(61):16282-16286. doi: 10.1002/chem.201804580. Epub 2018 Oct 5.
sp C-F Bonds of fluoroalkanes (7 examples; 1°, 2° and 3°) undergo addition to a low-valent Mg-Mg species generating reactive organomagnesium reagents. Further reactions with a series of electrophiles results in a net C-F to C-B, C-Si, C-Sn or C-C bond transformation (11 examples, diversity). The new reactivity has been exploited in an unprecedented one-pot magnesium-mediated coupling of sp C-F and sp C-F bonds. Calculations suggest that the sp C-F bond activation step occurs by frontside nucleophilic attack of the Mg-Mg reagent on the fluoroalkane.
氟代烷烃的 sp³ C-F 键（7 个实例；1°、2°和 3°）与低价镁-镁物种加成，生成反应性有机镁试剂。与一系列亲电试剂进一步反应导致净 C-F 到 C-B、C-Si、C-Sn 或 C-C 键转变（11 个实例，多样性）。这种新的反应性已在前所未有的一锅法 sp³ C-F 和 sp³ C-F 键的镁介导偶联中得到利用。计算表明，sp³ C-F 键的活化步骤是通过 Mg-Mg 试剂对氟代烷烃的正面亲核进攻发生的。
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