Reaction of Dilithio Reagents with PhSiH3: Formation of Siloles and 3-Silacyclopentenes | |
Wei, Baosheng ; Li, Heng ; Yin, Jianhao ; Zhang, Wen-Xiong ; Xi, Zhenfeng | |
刊名 | JOURNAL OF ORGANIC CHEMISTRY |
2015 | |
关键词 | SILICON-HYDROGEN GROUP SYNTHETIC APPLICATIONS SELECTIVE REACTIONS CATALYTIC CLEAVAGE GRIGNARD-REAGENTS IRON-CATALYST KETONES HYDROSILYLATION DERIVATIVES REDUCTION |
DOI | 10.1021/acs.joc.5b01595 |
英文摘要 | The reaction chemistry between 1,4-dilithio-1,3-butadienes (dilithio reagents for short) and PhSiH3 has been investigated. Direct substitution of two hydride ions from PhSiH3 with the dilithio reagents led to multisubstituted siloles (silacyclopentadienes) in diethyl ether solution, with the concomitant generation of LiH. When THF was used as the solvent, the reaction between PhSiH3 and 1,4-bis(silyl) dilithio reagents afforded cis-3-silacyclopentenes stereoselectively. Experimental results demonstrated that reactive LiH was generated in situ in the reaction system. Formal syn addition of LiH to silacyclopentadiene intermediates would afford silacyclopentenes, most likely via pentavalent organosilicates.; 973 Program [2012CB821600]; Natural Science Foundation of China (NSFC); SCI(E); EI; PubMed; ARTICLE; zfxi@pku.edu.cn; 17; 8758-8762; 80 |
语种 | 中文 |
内容类型 | 期刊论文 |
源URL | [http://ir.pku.edu.cn/handle/20.500.11897/416358] |
专题 | 化学与分子工程学院 |
推荐引用方式 GB/T 7714 | Wei, Baosheng,Li, Heng,Yin, Jianhao,et al. Reaction of Dilithio Reagents with PhSiH3: Formation of Siloles and 3-Silacyclopentenes[J]. JOURNAL OF ORGANIC CHEMISTRY,2015. |
APA | Wei, Baosheng,Li, Heng,Yin, Jianhao,Zhang, Wen-Xiong,&Xi, Zhenfeng.(2015).Reaction of Dilithio Reagents with PhSiH3: Formation of Siloles and 3-Silacyclopentenes.JOURNAL OF ORGANIC CHEMISTRY. |
MLA | Wei, Baosheng,et al."Reaction of Dilithio Reagents with PhSiH3: Formation of Siloles and 3-Silacyclopentenes".JOURNAL OF ORGANIC CHEMISTRY (2015). |
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