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ChemInform Abstract: Fluorosilyl(pyrrolyl)silylamines as Precursors for Intra- and Intermolecularly Stabilized Iminosilanes
- Source :
- ChemInform. 28
- Publication Year :
- 2010
- Publisher :
- Wiley, 2010.
-
Abstract
- Three indolyl- and pyrrolylsilylamines 1–3 were prepared from lithiated heterocyclics and fluorosilylamines. Further reaction with di- tert -butyldifluorosilane led to the fluorosilylpyrrolylsilylamines 4 and 5 . The fluorosilylpyrrolylsilylamine 6 was prepared by reaction of bis(fluorodiisopropylsilyl)amine and lithium pyrrolide. Lithiiation with n-butyllithium of 4–6 solved in THF gave the iminosilane-LiF adducts 7–9 ; in contrast, lithiation of 5 in n-hexane led to the lithium fluorosilylamid 10 . Heating of the iminosilane-LiF adduct 7 gave the bicyclic system 11 , an intramolecularly stabilized iminosilane. Addition of chlorotrimethylsilane to 9 led to fluorine-chlorine exchange and elimination of lithium chloride. The product is the intermolecular stabilization of the intermediate iminosilane as a four-membered ring 12 . The X-ray structures of 1, 11 and 12 have been determined.
Details
- ISSN :
- 09317597
- Volume :
- 28
- Database :
- OpenAIRE
- Journal :
- ChemInform
- Accession number :
- edsair.doi...........f5fc3b33ffafd940d2e5e059b5d14f1e