Silicon-nitrogen bond cleavage in N-(dimethylimidosilylmethyl)imides and dimethyl(lactamomethyl)aminosilanes with BF3 etherate as an alternative route to N-(dimethylfluorosilylmethyl)imides and related compounds

Shipov, A.G.; Kramarova, E.P.; Murasheva, T.P.; Artamkina, O.B.; Negrebetskii, V.V.; Baukov, Yu I.; Pogozhikh, S.A.; Ovchinnikov, Yu E.; Voronkov, M.G.; Bassindale, Alan and Taylor, Peter (2006). Silicon-nitrogen bond cleavage in N-(dimethylimidosilylmethyl)imides and dimethyl(lactamomethyl)aminosilanes with BF3 etherate as an alternative route to N-(dimethylfluorosilylmethyl)imides and related compounds. Russian Chemical Bulletin, 55(3) pp. 579–582.

DOI: https://doi.org/10.1007/s11172-006-0295-y

Abstract

N-(Dimethylfluorosilylmethyl)succinimide (2a) and N-(dimethylfluorosilylmethyl)phthalimide (2b) were synthesized by the Si-N bond cleavage in readily accessible N-(dimethylimidosilylmethyl)imides with BF3 etherate. Analogously, (O -> Si)-chelated 1-(dimethyl-fluorosilylmethyl)-2-pyrrolidone was prepared from 1-(dimethylmorpholinosilylmethyl)-2-pyrrolidone. X-ray diffraction study demonstrated that the silicon atom in the crystals of 2b is pentacoordinated.

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