Abstract
The stereochemical route for sulfonation reactions of organosilanes has been determined. The predominant inversion of configuration at silicon is observed in the reaction of sulfur trioxide with the geometric isomers of 1,2-dimethyl-1phenylsilacyclopentane. Although only one isomeric ratio of the 1,2-dimethyl1-alkoxy- (or amino-)-silacyclopentanes was available, the retention of configuration at silicon is presumably the stereochemistry for sulfonation of these alkoxy and aminosilanes. The reaction of sulfur trioxide with the 1,3-dimethyl-1-n-butylsilacyclobutane is essentially stereospecific, but this is not the case for alkoxy and amino compounds. A mechanistic interpretation is discussed in terms of the S E process.
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