中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
An Alkene-Promoted Borane-Catalyzed Highly Stereoselective Hydrogenation of Alkynes to Give Z- and E-Alkenes

文献类型:期刊论文

作者Liu, Yongbing1; Hu, Lianrui2; Chen, Hui2; Du, Haifeng1
刊名CHEMISTRY-A EUROPEAN JOURNAL
出版日期2015-02-16
卷号21期号:8页码:3495-3501
关键词Alkene Alkyne Hydrogenation Metal-free Catalysis Stereoselectivity
ISSN号0947-6539
DOI10.1002/chem.201405388
英文摘要The stereoselective hydrogenation of alkynes to alkenes is an extremely useful transformation in synthetic chemistry. Despite numerous reports for the synthesis of Z-alkenes, the hydrogenation of alkynes to give E-alkenes is still not well resolved. In particular, selective preparation of both Z- and E-alkenes by the same catalytic hydrogenation system using molecular H-2 has rarely been reported. In this paper, a novel strategy of using simple alkenes as promoters for the HB(C6F5)(2)- catalyzed metal-free hydrogenation of alkynes was adopted. Significantly, both Z- and E-alkenes can be furnished by hydrogenation with molecular H-2 in high yields with excellent stereoselectivities. Further experimental and theoretical mechanistic studies suggest that interactions between H and F atoms of the alkene promoter, borane intermediate, and H-2 play an essential role in promoting the hydrogenolysis reaction.
语种英语
WOS记录号WOS:000349664300045
出版者WILEY-V C H VERLAG GMBH
源URL[http://ir.iccas.ac.cn/handle/121111/53435]  
专题中国科学院化学研究所
通讯作者Chen, Hui
作者单位1.Chinese Acad Sci, CAS Key Lab Mol Recognit & Funct, BNLMS, Inst Chem, Beijing 100190, Peoples R China
2.Chinese Acad Sci, Inst Chem, CAS Key Lab Photochem, BNLMS, Beijing 100190, Peoples R China
推荐引用方式
GB/T 7714
Liu, Yongbing,Hu, Lianrui,Chen, Hui,et al. An Alkene-Promoted Borane-Catalyzed Highly Stereoselective Hydrogenation of Alkynes to Give Z- and E-Alkenes[J]. CHEMISTRY-A EUROPEAN JOURNAL,2015,21(8):3495-3501.
APA Liu, Yongbing,Hu, Lianrui,Chen, Hui,&Du, Haifeng.(2015).An Alkene-Promoted Borane-Catalyzed Highly Stereoselective Hydrogenation of Alkynes to Give Z- and E-Alkenes.CHEMISTRY-A EUROPEAN JOURNAL,21(8),3495-3501.
MLA Liu, Yongbing,et al."An Alkene-Promoted Borane-Catalyzed Highly Stereoselective Hydrogenation of Alkynes to Give Z- and E-Alkenes".CHEMISTRY-A EUROPEAN JOURNAL 21.8(2015):3495-3501.

入库方式: OAI收割

来源:化学研究所

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