Triphenylsilyl anion

This result is consistent with the anionic mechansim, outlined in Scheme 16, since the lower reduction potential of 28 should lead to the formation of the triphenylsilyl anion, which would then react with the chlorosilanes 27 and 28... 

SUyl anions (silyl-alkali metal derivatives) have been prepared as described in equations (15-17). Reactions of triphenylsilyl anions with electrophiles give the expected products. SUyl anions have a considerable configurational stabUity (equation 64). 

The site of reaction on an unsaturated organometallic molecule is not restricted to the most probable position of the metallic atom or cation or to a position corresponding to any one resonance structure of the anion. This has been discussed in a previous section with reference to the special case of reaction with a proton. Although the multiple reactivity is particularly noticeable in the case of derivatives of carbonyl compounds, it is not entirely lacking even in the case of the derivatives of unsaturated hydrocarbons. Triphenylmethyl sodium reacts with triphenylsilyl chloride to give not only the substance related to hexaphenylethane but also a substance related to Chichi-babin s hydrocarbon.401 It will be recalled that both the triphenyl-carbonium ion and triphenylmethyl radical did the same sort of thing. 

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