1966 Volume 39 Issue 10 Pages 2263-2265
The reactions of three hexaorganodisilanes with N-bromosuccinimide in carbon tetrachloride or in chloroform were carried out. Hexamethyldisilane afforded trimethylbromosilane (82.9–100%) and N-trimethylsilylsuccinimide (73.5–79.5%). No bromomethylpentamethyldisilane was obtained. Similarly, 1,2-diphenyltetramethyldisilane gave phenyldimethylbromosilane and a small amount of bromobenzene. The N-silyl compound could not be isolated, but succinimide was obtained as a decomposition product. Phenylpentamethyldisilane gave trimethylbromosilane and phenyldimethylbromosilane in 67.4 and 12.3% yields respectively. A possible reaction mechanism was discussed.
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