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.