Synthesis and NMR-study of the 2,3,4,5-tetraethylsilole dianion [SiC₄Et₄]²⁻•2[Li]⁺

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Jang-Hwan Hong¹

¹Department of Nanopolymer Material Engineering, Pai Chai University, 155-40 Baejae-ro (Doma-Dong), Seo-Gu, Daejon 302-735, Korea. jhong@pcu.ac.kr

Molecules (Basel, Switzerland)

|September 20, 2011

Abstract:

The previously unknown silole dianion [SiC(4)Et(4)]²⁻•2[Li]+ (3) was prepared by the sonication of 1,1-dichloro-2,3,4,5-tetraethyl-1-silacyclopentadiene [Cl(2)SiC(4)Et(4), 2] with more than four equivalent of lithium in THF. 1H-, 13C-, and 29Si-NMR data of 3 are compared with those of the reported silole dianion [SiC(4)Ph(4)]²⁻. Trapping of 3 with trimethylchlorosilane gave 1,1-bis(trimethylsilyl)-2,3,4,5-tetraethyl-1-silacyclopentadiene [(Me(3)Si)(2)SiC(4)Et(4), 4] in high yield. The silole of 2 was synthesized in high yield in three steps by a modified procedure using Cp(2)ZrCl(2) via Cp(2)ZrC(4)Et(4) and 1,4-dibromo-1,2,3,4-tetraethyl-1,3-butadiene.

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