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题名: Ruthenium-Catalyzed Nucleophilic Allylic Substitution Reactions from beta-Silylated Allylic Carbonates
作者: Zhang, Hui-Jun1, 2;  Demerseman, Bernard2;  Toupet, Loic2;  Xi, Zhenfeng1;  Bruneau, Christian2
刊名: ORGANOMETALLICS
发表日期: 2009-09-14
DOI: 10.1021/om900437m
卷: 28, 期:17, 页:5173-5182
收录类别: SCI ;  IC
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Inorganic & Nuclear ;  Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: The trans addition of HSiEt(3) to propargylic ethyl carbonates catalyzed by the ruthenium complex [Ru(C(5)Me(5))(MeCN)(3)][PF(6)], 1, leads to H(2)C=C(SiEt(3))CH(R)OCO(2)Et (R = H, Me, Pr(n), or Ph) derivatives as allylic substrates for Subsequent ruthenium-catalyzed nucleophilic allylic Substitution reactions. Ruthenium catalysts based on a [Ru(C(5)Me(5))(2-quinolinecarboxylato)] or [Ru(C(5)Me(5))(2,2'-bipyridine)](+) fragment are more efficient than 1 for access to various H(2)C=C(SiEt(3))CH(R)Nufunctionalized vinylsilanes (R = H, Me; NuH = secondary amine, phenol, dimethylmalonate, methanol). New [Ru(C(5)Me(5))(2-quinolinecarboxylato)(eta(3-)allyl)](+) cationic ruthenium(IV) intermediates are characterized, and experiments using a deuteriurn-labelcd allylic carbonate provide evidence for a regioselectivity arising from the presence of the 2-quinolinecarboxylato (N,O)-chelate.
关键词[WOS]: TERMINAL ALKYNES ;  X-RAY ;  COMPLEXES ;  EFFICIENT ;  HYDROSILYLATION ;  DERIVATIVES ;  ALKYLATION ;  METATHESIS ;  ACTIVATION ;  REACTIVITY
语种: 英语
WOS记录号: WOS:000269424200036
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/141520
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, BNLMS, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem, Beijing 100871, Peoples R China
2.Univ Rennes 1, CNRS, UMR 6226, F-35042 Rennes, France

Recommended Citation:
Zhang, Hui-Jun,Demerseman, Bernard,Toupet, Loic,et al. Ruthenium-Catalyzed Nucleophilic Allylic Substitution Reactions from beta-Silylated Allylic Carbonates[J]. ORGANOMETALLICS,2009,28(17):5173-5182.
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