Cleavage of Unactivated Si−C(sp3) Bonds with Reed's Carborane Acids: Formation of Known and Unknown Silylium Ions,Angewandte Chemie International Edition

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Cleavage of Unactivated Si−C(sp3) Bonds with Reed's Carborane Acids: Formation of Known and Unknown Silylium Ions
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-06-19 , DOI: 10.1002/anie.201805637
Qian Wu ₁ , Zheng-Wang Qu ₂ , Lukas Omann ₁ , Elisabeth Irran ₁ , Hendrik F. T. Klare ₁ , Martin Oestreich ₁

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An efficient method for the benzenium‐ion‐mediated cleavage of inert Si−C(sp³) bonds is reported. Various tetraalkylsilanes can thus be converted into the corresponding counteranion‐stabilized silylium ions. The reaction is chemoselective in the case of hexamethyldisilane. Computations reveal a mechanism with backside attack of the proton at one of the alkyl groups. Several activated Si−C(spⁿ) bonds (n=3–1) react equally well, and the procedure can be extended to the generation of stannylium ions.

中文翻译：

未活化的Si-C（sp3）键与里德的硼烷酸的裂解：已知和未知的硅离子的形成

据报道，一种有效的方法可用于苯离子介导的惰性Si-C（sp ³）键的裂解。因此，各种四烷基硅烷可转化为相应的抗衡阴离子稳定的甲硅烷基离子。在六甲基乙硅烷的情况下，该反应是化学选择性的。计算揭示了质子在一个烷基上具有背面进攻的机理。几个活化的Si-C（sp ⁿ）键（n = 3-1）反应同样好，该过程可以扩展到生成苯乙烯离子。

更新日期：2018-06-19

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