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Synthesis and characterization of dibenzannulated silole dianions. The 1,1-dilithiosilafluorene and 1,1′-dilithiobis(silafluorene) dianions

✍ Scribed by Seok-Bong Choi; Philip Boudjouk

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
132 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

Stirring of 1,1-dichloro-SiFl (1), (SiFl, sila¯uorene) in THF with excess lithium for 1 h gave a dark green solution of 1,1-dilithio-SiFl (2) in high yield. The dark red solution of the intermediate 1,1 H -dilithio-(SiFl) 2 (3) was also observed from this reaction within 10 min. Treatment of 2 with excess trimethylchlorosilane gave the 1,1-bis(trimethylsilyl)-SiFl derivative (4) in 95% yield. Treatment of the dark red solution of 3 and 2 with excess methyliodide gave the 1,1 H -dimethyl-bis(SiFl) (5) and 1,1-dimethyl-SiFl (6) derivatives in a 4:1 ratio. The up®eld locations of the 29 Si resonances of dianions 2 and 3 (^1.09 ppm and ^39.25 ppm, respectively) are consistent with p-electron localization on the silicon atoms.

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