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Silylation : ウィキペディア英語版
Silylation
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)
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