Abstract

Analogous to carbanions there are also compounds with silicon atoms bearing negative charges known as silylanions. However, methods for the synthesis of carbanions can rarely be applied for the synthesis of silylanions. This is mainly due to the different electronegativities of silicon and carbon, as well as due to the different chemical reactivity of carbon-carbon bonds compared to silicon-silicon bonds. Therefore, proton abstraction, which is an important method for the generation of carbanions is generally not a useful method for the synthesis of silylanions. Similarly, silicon-silicon bond cleavage with alkali metals, which is the most important method for the generation of silylanions, is not a very practical procedure for obtaining carbanions.

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