18056-92-3Relevant academic research and scientific papers
Efficient synthesis of substituted diarylsilanes
Gigler, Peter,Herrmann, Wolfgang A.,Kuehn, Fritz E.
experimental part, p. 1431 - 1432 (2010/09/14)
A highly efficient synthesis of substituted diarylsilanes is presented. The treatment of substituted arylbromides with tert-bu-tyllithium in diethyl ether at -78 °C, followed by the addition to dichlorodiethoxysilane at the same temperature, leads to the quantitative formation of diaryldiethoxysilane. Selective substitution of the chlorine atoms allows an aqueous work up in air. Subsequently, the diaryldiethoxysilane is reduced to the corresponding diarylsi-lane by stirring with lithium aluminum hydride in diethyl ether. The product is purified by bulb-to-bulb distillation. This method does not lead to any mono- or tri-substituted products and avoids handling gaseous and explosive dichlorosilane, which is a significant advantage over previously reported procedures. Georg Thieme Verlag Stuttgart.
Convenient route to di- and triorganosilyl ethyl ethers and the corresponding di- and triorganosilanes
Tour, James M.,John, Jens A.,Stephens, Eric B.
, p. 301 - 310 (2007/10/02)
Tetraethoxysilane was treated with alkyl- and aryllithium reagents for the reparation of organosilyl ethyl ethers of the type R3SiOEt, R2R'SiOEt, and R2Si(OEt)2, that can be reduced to the organosilanes R3SiH, R2R'SiH, and R2SiH2, respectively, Compounds of the type RR'R''SiOEt cannot be cleanly formed.The reduction procedure involves treatment of the silyl alkoxy ethers with diisobutylaluminium hydride (DIBALH) and hydrolysis of the remaining alkylaluminium compounds with Na2SO4*10H2O.This hydrolysis provides a convenient method for the isolation of R3SiH, R2R'SiH, and R2SiH2 compounds without hydrolysis of the Si-H moiety that often occurs in standard aqueous work-up procedures of unhindered silanes.
