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Synthesis and Reactivity of Four-Membered Silacycles
Liu Junhui; Zhang Wenxiong; Xi Zhenfeng
KeywordSilacyclobutane Silacyclobutene Cycloaddition Bis(Alkynyl)Silane Ring-expansion
Source PublicationCHINESE JOURNAL OF ORGANIC CHEMISTRY
2009-04-01
Volume29Issue:4Pages:491-503
Indexed BySCI
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordRING-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
AbstractFour-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.
Language英语
WOS IDWOS:000265896400001
Citation statistics
Cited Times:14[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/141592
Collection中国科学院大连化学物理研究所
AffiliationPeking 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
GB/T 7714
Liu Junhui,Zhang Wenxiong,Xi Zhenfeng. Synthesis and Reactivity of Four-Membered Silacycles[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY,2009,29(4):491-503.
APA Liu Junhui,Zhang Wenxiong,&Xi Zhenfeng.(2009).Synthesis and Reactivity of Four-Membered Silacycles.CHINESE JOURNAL OF ORGANIC CHEMISTRY,29(4),491-503.
MLA Liu Junhui,et al."Synthesis and Reactivity of Four-Membered Silacycles".CHINESE JOURNAL OF ORGANIC CHEMISTRY 29.4(2009):491-503.
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