Synthesis of Symmetrical Bis(aryl)sulfur Diimides

摘要

The Peterson reaction involves the addition of an alpha silyl carbanion to the carbonyl group of a ketone or aldehyde to yield a beta silyl alkoxide, which decomposes to an alkene and a silanoate. Similarly, the reaction of the sodium salt of hexamethyldisilazene with nonenolizable ketones yields N-(trimethylsilylimines). Bis(trimethylsilyl)carbodiimide has been prepared by the reaction of sodium bis(trimethylsilyl) amide with phosgene, while reaction of lithium (trimethylsilyl) amides with sulfur dioxide gives N-sulfinylamines. We now report that symmetrical bisarylsulfur diimides can be prepared by reaction of lithium (trimethylsilyl) anilides with thionyl chloride.