Synthesis of Organosilylferrocene and 2-(Tributyltin)-ferrocene Derivatives

Abstract

Abstract: N, N-Dimethylaminomethylferrocene (Ⅰ) was lithiated to the monolithio com-pound, which was then reacted with an equimolar trimethylchlorosilicane to form 2-(trimethylsilyl) dimethylaminomethylferrocene (Ⅱ). When the monolithiated Ewas con-densed with trimethylchl0rosilicane, 2, 5-di(trimethylsilyl) dimethylaminomethylferrocene(Ⅲ) was obtained. The monolithiated Ⅰ was allowed to react with half-molar dimethyldich-lorosilicane to yield bis [2-(N, N-dimethylaminomethyl) ferrocenyl] dimethylsilicane (Ⅳ)-2, l'-Dilithiated Ⅰ was obtained by lithiating Ⅰ in the presence of N, N, N', N' -tetra-methyl ethylene diamine (TMEDA) and then condensed with double molartrimethylchlorosilicane to give 2, 1' -bis (trimethylsilyl)dimethylaminomet (Ⅴ).The structure of pr0ducts Ⅱ- Ⅴ were confirmed by elemental analysis, ¹H NMRand MS.The methi0dide of 2-(tributyltin)dimethylaminometh was allowed to react with anumber of nucleophiles: sodium methoxide, sodium ethoxide, sodium phenolate, substitutedphenolates, piperidine, aniline, N-methylaniline and o-C₆H₄(CO)₂NK. Ten new 2-(tributyltin)ferrocene derivatives were obtained and the structures of the ten products were de-termined by elemental analysis, IRand ¹H NMR.

Key words: Organosilicane, Organosilylferrocene, Ferrocene derivatives, Organotin, Organotinferrocene

CLC Number:

O627.8

TrendMD:

DU Hong-Guang, SHI Xin-Xu, YE Ji-Dong, SHI Shu-Jian. Synthesis of Organosilylferrocene and 2-(Tributyltin)-ferrocene Derivatives[J]. Chem. J. Chinese Universities, 1997, 18(10): 1642.

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Synthesis of Organosilylferrocene and 2-(Tributyltin)-ferrocene Derivatives

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