Nickel/Photoredox-catalyzed diastereoselective semihydrogenation of alkynes using a carboxylic acid as a cooperative ligand and hydrogen surrogate
Year: 2026
Type: article
Abstract: The Z-selective semihydrogenation of alkynes plays a key role in the industrial manufacture of fine chemicals. Considerable research attention has focused on the development of reagents, catalysts, and protocols for stereoselective reduction of alkynes to afford pure cis-alkenes. Here, we report the efficient and diastereoselective semihydrogenation of alkynes to Z-alkenes through synergistic nickel/photoredox catalysis with pivalic acid as the cooperative ligand and proton and electron sources. The mild catalytic approach enables highly efficient, Z-selective semihydrogenation of diverse substrates, including dialkyl alkynes, aryl-alkyl alkynes, and diaryl alkynes, with excellent functional group tolerance. A series of mechanistic experiments and DFT calculations suggest that the stereospecific construction of cis-alkenes was enabled by both the in situ generation of nickel hydrogen and the cooperative ligand effects between the nickel catalyst and carboxylic acid. The Z-selective semihydrogenation of alkynes plays a key role in the industrial manufacture of fine chemicals. Here, the authors report the efficient and diastereoselective semihydrogenation of alkynes to Z-alkenes through synergistic nickel/photoredox catalysts.
Source: Nature Communications
Authors: Jiaqian Zhang, Na Zhang, Wenjin Sun, Mi Jie, Zhiqiang Pan, Chengfeng Xia
Institution: Yunnan University
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $6,990
OpenAlex ID: W7161987226
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