研究室工作進展 May 31, 2009

Synthesis of functionalized siloles from Si-tethered diynes

Qian Luo, Li Gu, Chao Wang, Junhui Liu, Wen-Xiong Zhang and Zhenfeng Xi*
Tetrahedron Lett. 2009, 32, 3213-3215
(Tetrahedron Letters 創刊五十周年紀念專集邀請論文)
 
 
 
 
A new synthetic itinerary to silole from Si-tethered diynes is reported. In this protocol, the Si-tethered diyne manifests definitely the reactivity of monoyne to form the lithio silole via zirconacyclopetadiene, 1,4-diiodo-1,3-butadiene and the corresponding dilithiodiene successively. Lithio siloles thus obtained above could be easily functionalized to give various types of silole derivatives. Complex structure like bridged bis-silole compounds could also be constructed by this process.
 
噻咯 (Silole)在材料化學研究領域非常重要。本文以矽橋連二炔為起始物發展了合成噻咯的新方法。矽橋連二炔以單炔的反應性通過锆雜環戊二烯,相應的1,4-二碘-1,3-丁二烯以及1,4-二锂-1,3-丁二烯這樣的反應過程最終形成了锂代噻咯。锂代噻咯可以被很容易地進一步官能團化,從而形成不同的噻咯衍生物。通過此方法,可以得到用其它方法很難得到的結構複雜的橋連雙噻咯化合物。