Add time:07/21/2019         Source:sciencedirect.com

Tri-t-butylsilane has been prepared by treatment of t-butyllithium with HSiCl3 or HSiF3. Reactions of this compound with the halogens Cl2, Br2, I2, and the pentafluorides PF5 or SbF5 gave the expected tri-t-butylhalosilanes. With SO3 bis(tri-t-butylsilyl) sulfate is obtained via tri-t-butylsilanole. Reaction with dihalocarbenes obtained from phenyl(trihalomethyl)mercury compounds or the system haloform/base leads to the corresponding tri-t-butyl(dihalomethyl)silanes. The reactions with nucleophiles proceed much less readily. Until now only the reaction of tri-t-butylhalosilanes with LiAlD4 and with KOH giving tri-t-butylsilane-d1 and tri-t-butylsilanole could be carried out.The attempted preparation of long-living tri-butylsilyl-radicals as well as the direct observation of tri-t-butylsilicenium ions was unsuccessful. In the first case intermolecular hydrogen abstraction by the radical leads to the hydrosilane, and in the second case the experimental results are better explained by Lewis-acid—base interactions than by silicenium ion formation.

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