R. Bott, C. Eaborn, T. Hashimoto
Jun 1, 1965
Citations
0
Influential Citations
23
Citations
Journal
Journal of Organometallic Chemistry
Abstract
Abstract Aryltrimethylsilanes, ArSiMe3, react with sulphur trioxide in carbon tetrachloride to give the sulphonic esters, ArSO2OSiMe3, which undergo hydrolysis readily to the sulphonic acids ArSO3H. The reaction provides a means of introducing a sulpho group at a specific position of the aromatic ring; thus from m-tolyltrimethylsilane, m-toluenesulphonic acid is obtained in 80 % yield. The reaction has been used to prepare from the compounds m- or p-R3SiC6H4-SiMe3, where R = Me or Ph, the acids m- or p-R3SiC6H4SO3H and their derivatives, the first examples of compounds containing sulphoaryl groups attached directly to silicon.