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翻訳と辞書　辞書検索 [ 開発暫定版 ] スポンサード リンク Electrophilic substitution of unsaturated silanes ： ウィキペディア英語版 Electrophilic substitution of unsaturated silanes Electrophilic substitution of unsaturated silanes involves attack of an electrophile on an allyl- or vinylsilane. An allyl or vinyl group is incorporated at the electrophilic center after loss of the silyl group.〔Fleming, I.; Dunogues, J.; Smithers, R. ''Org. React.'' 1989, ''37'', 57. 〕 ==Introduction== In 1948, it was discovered that allyltrimethylsilane reacts with hydrobromic acid to give (2-bromopropyl)trimethylsilane.〔Sommer, L. H.; Tyler, L. J.; Whitmore, F. C. ''J. Am. Chem. Soc.'' 1948, ''70'', 2872.〕 Six years later, the generation of (2-iodoethyl)trimethylsilane from vinylsilane and HI was observed.〔Sommer, L. H.; Bailey, D. L.; Goldberg, G. M.; Buck, C. E.; Bye, T. S.; Evans, F. J.; Whitmore, F. C. ''J. Am. Chem. Soc.'' 1954, ''76'', 1613.〕 Since then, a number of studies have firmly established the mechanism of electrophilic attack on vinyl- and allylsilanes〔Jarvie, A. W. P.; Holt, A.; Thompson, J. ''J. Chem. Soc. (B)'', 1969, 852.〕〔Fleming, I.; Pearce, A.; ''J. Chem. Soc., Perkin Trans. 1'', 1980, 2485.〕 The electron-releasing strength of the carbon-silicon bond is large, and as a result, the position of silicon in the unsaturated silane controls the site of reaction and stereoselectivity. Formation of the new carbon-carbon bond is at the γ position of allyl silanes and the β position of vinylsilanes. The robustness of silanes makes them amenable to use in synthesis; however, because silicon is less electropositive than other metals employed in electrophilic additions, stronger electrophiles are required. ''(1)''File:SiAddGen.png 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「Electrophilic substitution of unsaturated silanes」の詳細全文を読む スポンサード リンク 翻訳と辞書 : 翻訳のためのインターネットリソース Copyright(C) kotoba.ne.jp 1997-2016. All Rights Reserved.