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- W2017478354 abstract "(C6H5)2Si(H)CH2X (1a: X = Cl; 1b: X = I) und C6H5(CH3)Si(H)CH2Cl (10) reagieren mit LiOCH2CH2N(CH3)2 (2b) zu den Alkoxysilanen (C6H5)2Si(CH3)OCH2CH2N(CH3)2 (5) bzw. C6H5(CH3)2SiOCH2CH2N(CH3)2 (12). Die Bildung dieser unerwarteten Reaktionsprodukte wird durch einen nucleophilen Angriff des Alkoxids am Si-Atom gedeutet, dem sich eine intramolekulare 1,2-Hydridverschiebung vom Si zum C und Eliminierung von Cl⊖ anschließt. Mit weichen Basen, wie z. B. I⊖ und ⊖SCH2CH2N(CH3)2, wurden dagegen „normale”︁ Substitutionsreaktionen am C-Atom der SiCH2Cl-Gruppe beobachtet. Base Induced 1,2-Hydride Shifts from Silicon to Carbon: “Anomalous” Substitution Reactions with (Halomethyl)diorganosilanes (C6H5)2Si(H)CH2X (1a: X = Cl; 1b: X = I) and C6H5(CH3)Si(H)CH2Cl (10) react with LiOCH2CH2N(CH3)2 (2b) to give the alkoxysilanes (C6H5)2Si(CH3)OCH2CH2N(CH3)2 (5) and C6H5(CH3)2SiOCH2CH2N(CH3)2 (12), respectively. The formation of these unexpected reaction products is interpreted by a nucleophilic attack of the alkoxide at the Si atom, followed by an intramolecular 1,2-hydride shift from Si to C and elimination of Cl⊖. However, with soft bases [for example I⊖ and ⊖SCH2CH2N(CH3)2] “normal” substitution reactions at the C atom of the SiCH2Cl group were observed." @default.
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- W2017478354 date "1982-11-22" @default.
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- W2017478354 title "Baseninduzierte 1,2-Hydridverschiebungen vom Silicium zum Kohlenstoff: „Anomale” Substitutionsreaktionen an (Halogenmethyl)diorganylsilanen" @default.
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- W2017478354 doi "https://doi.org/10.1002/jlac.198219821104" @default.
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