90284-50-7Relevant academic research and scientific papers
Preparation of the iodides (Me3Si)2C(SiMe2C6H4Y)(SiMe2I) and some related compounds
Eaborn, Colin,Jones, Karen L.,Lickiss, Paul D.
, p. 35 - 42 (2007/10/02)
The preparations of: (a) the iodides (Me3Si)2C(SiMe2C6H4Y)(SiMe2I) (Y=H, p-OMe, p-Me, p-Cl, m-CF3), via the corresponding hydrides; (b) the compounds (Me3Si)2C(SiMe2Ph)(SiMe2X) with X=F, O2CCF3, OMe, N3, NCS and Cl: and (c) the iodide (p-MeC6H4)3CSiMe2I are described. Key words: Silicon; Iodide; Fluoride; Hydride; Trimethylsilyl
CLEAVAGES OF SILICON-CARBON BONDS IN TRIS(TRIMETHYLSILYL)METHYLSILICON COMPOUNDS BY TRIFLUOROACETIC ACID. REARRANGEMENTS AND ANCHIMERIC ASSISTANCE
Eaborn, Colin,Lickiss, Paul D.,Ramadan, Nazmi A.
, p. 267 - 270 (2007/10/02)
The fairly high rate of the highly sterically hindered compound (Me3Si)3CSiMe2Ph with CF3CO2H is consistent with the view that the rate-determining step involves the transfer of a proton from the acid to the ipso-carbon atom of the ring.The formation of the rearranged species (Me3Si)2C(SiMe2F)(SiMe2O2CCF3) in the reaction of (Me3Si)3CSiPhMeF with CF3CO2H suggests that the leaving of benzene from the initial protonated species generates a methyl-bridged silicon cation.Treatment of (Me3Si)3CSiPhMel with AgO2CCF3-CF3CO2H gives the rearranged (Me3Si)2C(SiPhMe2)(SiMe2O2CCF3), which reacts with CF3CO2H under reflux to give (Me3Si)2C(SiMe2O2CCF3)2.In remarkable example of anchimeric assistance by a γ-OMe group the compound (Me3Si)3CSiMe2OMe reacts readily with CF3CO2H at room temperature with evolution of methane, and formation finally of (Me3Si)2C(SiMe2O2CCF3)2, apparently via (Me3Si)2C(SiMe2OMe)(SiMe2O2CCF3).Sulphuric acid reacts very vigorously with (Me3Si)3CSiMe2OMe, and hydrolysis of the initial product gives the diol (Me3Si)3C(SiMe2OH)2.This diol can also be obtained by hydrolysis of (Me3Si)2C(SiMe2O2CCF3)2.
