Zusammenfassung
Crystal and mol. structure anal. of the title compd. (I), a highly electron rich carbosilane, exhibits a shallow boat conformation for the cyclohexadiene ring which is shielded by 4 bulky Me3Si groups. Multiple hyperconjugative interaction occurs between the 2-nonjugated olefinic p systems and the 4 rather long (192 pm) C-Si s bonds which form an angle of about 34° with the assumed p axis. The HOMO destabilization caused by this unique structural arrangement explains the energetically facile formation and subsequent reactivity of the cation radical I+ which undergo oxidative desilylation to form the arom. 1,4-bis(trimethylsilyl)benzene precursor in the single electron transfer reaction with TCNE. [on SciFinder(R)]
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