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Insertion, Isomerization, and Cycloaddition Reactions of Lithiated Aminofluorosilanes
Walter, Simone,Klingebiel, Uwe,Noltemeyer, Mathias
, p. 783 - 788 (2007/10/02)
The lithium derivative 2 of (di-tert-butylfluorosilyl)(fluorodiisopropylsilyl)amine (1) reacts with benzoyl chloride to form the imines 3I and 3II in an insertion reaction.LiF elimination from 2 leads to the cyclodisilazane2 (4).The fluorine atom of the SiF(CHMe2) group in 1 can be substituted by means of LiOSiMe3 to yield 5.The lithium derivative of 5 (6) is a dimer with very short Li-F distances.The lithium derivative 6 reacts with benzaldehyde in a cycloaddition to give an SiNCO) four-membered ring compound (7), which thermally decomposes to yield the imine 8 and a cyclosiloxane.A fluorine/chlorine exchange is observed when Me3SiCl is added to the lithium derivative 6.The resulting unstable lithium derivative of an aminochlorosilane eliminates LiCl to form the cyclodisilazane 9.According to a crystal structure determination the formation of 9 involves isomerization of the intermediate iminosilane followed by dimerization. Key Words: Silanes, aminofluoro- / Insertion /Isomerization / Cycloaddition
