Synthesis and Characterization of New Aromatic-Group Substituted Silanes Bearing Tris (Trimethylsilyl)Methyl Bulky Groups

Abstract

Reaction of the Grignard reagent, p-ClC₆H₄MgCl, with SiCl₄ in toluene gave (p-ClC₆H₄)₂SiCl₂, which was treated with KHF₂ to give (p-ClC₆H₄)₂SiF₂ (1). Reaction of the latter with [(Me₃Si)₃C]Li in THF leads to the preparation of [(Me₃Si)₃C](p-ClC₆H₄)₂SiF (2). Treatment of (2) with LiAlH₄ gave [(Me₃Si)₃C](p-ClC₆H₄)₂SiH (3) and [(Me₃Si)₃C](p-ClC₆H₄)(C₆H₅)SiH (4). [(Me₃Si)₃C](p-ClC₆H₄)SiCl₂ (5) was also prepared from the reaction of (p-ClC₆H₄)SiCl₃ with [(Me₃Si)₃C]Li in a similar manner. The new highly sterically hindered organosilicon reagents (2) to (5) have been fully characterized by IR, ¹H and ¹³C NMR, and mass spectrometry as well as elemental analysis.

Keywords:

• Bulky group
• Grignard reagent
• organosilicon
• steric hindrance
• trisyl

Acknowledgments

Support of this work by Shahid Chamran University (Grant No. 1388), Ahvaz, Iran, is gratefully acknowledged.