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A new highly sterically demanding silyl (TEDAMS) group. Synthesis by multiple substitution of tris(diphenylmethyl)silane with diarylcarbenium ions
Authors:Kimitada Terao
Affiliation:Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan
Abstract:A highly efficient electrochemical method for synthesis of halosilanes bearing bulky substituents was developed. Electrophilic multiple substitution on tris(diphenylmethyl)silane with diarylcarbenium ions afforded a highly sterically demanding hydrosilane, tris(extended diarylmethyl)silane (TEDAMS-H), which was converted to the corresponding bromosilane (TEDAMS-Br).
Keywords:Organosilanes   Electrophilic substitution   Carbocation   Dendritic molecule
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