SYNTHESIS OF ORGANOSILYLFERROCENE AND 2-(TRIBUTYLTIN)-FERROCENE DERIVATIVES

N, N-Dimethylaminomethylferrocene (I) was lithiated to the monolithio compound, which was then reacted with an equimolar trimethylchlorosili cane to form 2 (trimethylsilyl) dimethylaminomethylferrocene (II). Whe n the monolithiated II was condensed with trimethylchlorosilicane, 2, 5-di (trimethylsilyl) dimethylaminomethylferrocene (III) was obtained. The monolithiated I was allowed to react with half-molar dimethyldich lorosilane to yield bis [2-(N,N-dimethylaminomethyl)ferrocenyl] dimeth ylsilicane(IV). 2,1'-Dilithiated I was obtained by lithiating I in the presence of N,N,N',N' -tetramethyl ethylene diamine ( TMEDA) and then condensed with double molar trimethylchlorosilicane to give 2,1'-bis (trimethylsilyl) dimethylaminomethylferrocene (V). The structure of pr oducts II-V were confirmed by elemental analysis, H-1 NMR and MS. The methiodide of 2-(tributyltin)dimethylaminomethylferrocene was allowed to react with a number of nucleophiles: sodium methoxide, sodium ethox ide, sodium phenolate, substituted phenolates, piperidine, aniline, N- methylaniline and o-C6H4(CO)(2)NK. Ten new 2-(tributyltin)ferrocene de rivatives were obtained and the structures of the ten products were de termined by elemental analysis, IR and H-1 NMR.