Abstract
Treatment of (Me 3Si) 3CLi (“trisyl”lithium, TsiLi) with appropriate silicon halides has given a range of compounds of the type (Me 3Si) 3CSiRR′X; e.g., TsiSiCl 3, TsiSiMeCl 2, TsiSiMe 2X (X = Cl, OMe), TsiSiPh 2X (X = F, Cl, OMe), and TsiSiPhMeH. The trisyl group causes very large steric hindrance to nucleophilic displacements at the silicon to which it is attached, so that (unless one or more hydride ligands are present) most of the common displacements at silicon do not occur. However, halides can be reduced to hydrides by LiAlH 4, and the hydrides can be converted into halides in electrophilic displacements by hallogens. The presence of even one hydride ligand markedly reduces the hindrance, so that, for example, TsiSiPhHI reacts with refluxing methanol to give TsiSiPhH(OMe).
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