Iridium-Catalyzed Selective trans-Semihydrogenation of 1,3-Enynes with Ethanol: Access to (E,E)-1,4-Diarylbutadienes

Fengjie Huang, Zhidao Huang, Guixia Liu* and Zheng Huang*

*SIOC, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China, Email: guixiasioc.ac.cn, huangzhsioc.ac.cn

F. Huang, Z. Huang, G. Liu, Z. Huang, Org. Lett., 2022, 24, 5486-5490.

DOI: 10.1021/acs.orglett.2c02327

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Abstract

The combination of a (PCN)Ir complex as the precatalyst and tBuNH₂ as the cocatalyst mediates an efficient trans-semihydrogenation of 1,3-enynes with ethanol as the hydrogen source. The reaction provides an atom-economical access to unsymmetrical (E,E)-1,4-diarylbutadienes with high yields and stereoselectivities.

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Key Words

semireduction of alkynes, ethanol, dienes

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ID: J54-Y2022