INOR 779 |
| Silyl substituents are typically considered to destabilize α-carbocations. Hoping to harness this destabilizing effect for the design of highly electrophilic molecules, we have now turned our attention to the synthesis and characterization of cationic species featuring a silyl group directly linked to a carbocationic center. The 9-(trimethylsilyl)acridinium, which can be regarded as a silylated methylium compound, was prepared and studied. The result shows this cation quickly react with fluoride to afford 9-(fluorodimethylsilyl)-9-methyl-acridane. Electrochemical studies suggest that 9-(trimethylsilyl)acridinium can be reduced by one electron to afford a stable neutral radical. |
|
Main Group Chemistry
9:00 AM-12:20 PM, Wednesday, August 22, 2007 BCEC -- 205C, Oral
Division of Inorganic Chemistry |