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
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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 |
DOI | 10.1002/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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