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题名: Synthesis and Reactivity of Four-Membered Silacycles
作者: Liu Junhui1;  Zhang Wenxiong1;  Xi Zhenfeng1
关键词: silacyclobutane ;  silacyclobutene ;  cycloaddition ;  bis(alkynyl)silane ;  ring-expansion
刊名: CHINESE JOURNAL OF ORGANIC CHEMISTRY
发表日期: 2009-04-01
卷: 29, 期:4, 页:491-503
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: Four-membered silacycles are a class of important small cyclic compounds in organosilicon chemistry, which also have many applications to organic, organometallic and polymer chemistry. Silacyclobutanes with one silicon atom in the ring can be synthesized by the Grignard reaction of gamma-halopropylsilanes, cycloaddition of Si=C bond containing species with alkenes and ring expansion of silacyclopropanes. Silacyclobutenes with one silicon atom in the ring can be synthesized by Si-C bond forming ring-closure mediated by organolithium or Grignard reagents, conversion of silacyclobutanes, insertion of silylene into C-H bond, cycloaddition of Si=C bond containing species with alkynes, and intramolecular cyclization of bis(alkynyl)silanes. Due to the ring strain and Lewis acid character, silacyclobutanes and silacyclobutenes can undergo ring expansion reactions to afford five- and six-membered silacycles, or ring opening to give organosilicon molecules and materials as well as fulfill organic transformations under very mild conditions.
关键词[WOS]: RING-OPENING POLYMERIZATION ;  INTRAMOLECULAR STERIC INTERACTIONS ;  SILICON-CARBON HETEROCYCLES ;  TITANOCENE-BIS(TRIMETHYLSILYL)ETHYNE COMPLEXES ;  ZIRCONACYCLOBUTENE-SILACYCLOBUTENE ;  ORGANOSILICON COMPOUNDS ;  THERMAL-ISOMERIZATION ;  UNSATURATED-COMPOUNDS ;  OXIDATIVE ADDITION ;  ORGANIC-SYNTHESIS
语种: 英语
WOS记录号: WOS:000265896400001
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/141592
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Peking Univ, Coll Chem & Mol Engn, Key Lab Bioorgan Chem & Mol Engn, Beijing Natl Lab Mol Sci,Minist Educ, Beijing 100871, Peoples R China

Recommended Citation:
Liu Junhui,Zhang Wenxiong,Xi Zhenfeng. Synthesis and Reactivity of Four-Membered Silacycles[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY,2009,29(4):491-503.
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