|
Silylation is the introduction of a (usually) substituted silyl group (R3Si) to a molecule. The process is the basis of organosilicon chemistry. ==Silylation of organic compounds== Alcohols, carboxylic acids, amines, thiols, and phosphates can be silylated. The process involves the replacement of a proton with a trialkylsilyl group, typically trimethylsilyl (-SiMe3). Generally the substrate is deprotonated with a suitable strong base followed by treatment with a silyl chloride (e.g. trimethylsilyl chloride). Often strong bases such butyl lithium or a Grignard reagent are used, as illustrated by the synthesis of a trimethylsilyl ethers as protecting groups from an alcohol: :ROH + BuLi → ROLi + BuH :ROLi + Me3SiCl → ROSiMe3 + LiCl Bis(trimethylsilyl)acetamide ("BSA", Me3SiNC(OSiMe3)Me is an efficient silylation agent used for the derivatisation of compounds. The reaction of BSA with alcohols gives the corresponding trimethylsilyl ether, together with N-(trimethylsilyl)acetamide as a byproduct: :ROH + Me3SiNC(OSiMe3)Me → Me3SiN(H)C(O)Me + ROSiMe3 : The introduction of a silyl group(s) gives derivatives of enhanced volatility, making the derivatives suitable for analysis by gas chromatography and electron-impact mass spectrometry (EI-MS). For EI-MS, the silyl derivatives give more favorable diagnostic fragmentation patterns of use in structure investigations, or characteristic ions of use in trace analyses employing selected ion monitoring and related techniques.〔http://www.sigmaaldrich.com/analytical-chromatography/analytical-reagents/derivatization-reagents/silylation.html〕 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「silylation」の詳細全文を読む スポンサード リンク
|