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Transfer Hydrogenation of Alkenes Using Ethanol Catalyzed by a NCP Pincer Iridium Complex: Scope and Mechanism

Yulei Wang, Zhidao Huang, Xuebing Leng, Huping Zhu, Guixia Liu and Zheng Huang*

*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China, Email: huangzhsioc.ac.cn

Y. Wang, Z. Huang, X. Leng, H. Zhu, G. Liu, Z. Huang, J. Am. Chem. Soc., 2018, 140, 4417-4429.

DOI: 10.1021/jacs.8b01038 (free Supporting Information)


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Abstract

A NCP-type pincer iridium complex enables an efficient, mild, chemoselective transfer hydrogenation of unactivated C-C multiple bonds with ethanol, forming ethyl acetate as the sole byproduct. A wide variety of alkenes, including multisubstituted alkyl alkenes, aryl alkenes, and heteroatom-substituted alkenes, as well as heteroarenes and internal alkynes, are suitable substrates.


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An Amine-Assisted Ionic Monohydride Mechanism Enables Selective Alkyne cis-Semihydrogenation with Ethanol: From Elementary Steps to Catalysis

Z. Huang, Y. Wang, X. Leng, Z. Huang, J. Am. Chem. Soc., 2021, 143, 4809-4843.


Key Words

hydrogenation of alkenes, alkynes, ethanol


ID: J48-Y2018