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学科主题: 金属有机化学
题名: Generation of Allenic/Propargylic Zirconium Complexes and Subsequent Cross-Coupling Reactions: A Facile Synthesis of Multisubstituted Allenes
其他题名: 联烯基/炔丙基锆的形成及其偶联反应:多取代联烯的便利合成法研究
作者: Zhang H(张豪) ; Fu XP(付晓平) ; Chen JJ(陈敬金) ; Wang EJ(王二娟) ; Liu YH(刘元红) ; Li YX(李玉学)
通讯作者: 刘元红 ; 李玉学
刊名: J. Org. Chem.
发表日期: 2009
卷: 74, 期:24, 页:9351-9358
收录类别: SCI
部门归属: 上海有机所; 华东师范大学
英文摘要: The beta-alkoxide elimination reaction of propargylic ether with Negishi reagent leads to allenes and/or alkynes after hydrolysis. The product distribution is highly dependent on the substitution pattern of starting propargylic ethers; that is, aryl- or alkyl-substituted propargylic ethers favor the allene products, whereas TMS-substituted propargylic ethers afford alkynes. DFT calculations revealed that both the large steric effectand the beta-effect of the TMS group favor the alkyne products, reversing the selectivity. Subsequent coupling reactions of the allenic/propargylic zirconium intermediates with aryl iodides in the presence of Pd(PPh3)(4)/CuCl provide it straightforward route for the synthesis of multisubstituted allenes.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000272462100013
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/24281
Appears in Collections:金属有机化学国家重点实验室_期刊论文

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Recommended Citation:
Zhang H,Fu XP,Chen JJ,et al. Generation of Allenic/Propargylic Zirconium Complexes and Subsequent Cross-Coupling Reactions: A Facile Synthesis of Multisubstituted Allenes[J]. J. Org. Chem.,2009,74(24):9351-9358.
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