ArticleNature communications2023
Chromium-catalyzed stereodivergent E- and Z-selective alkyne hydrogenation controlled by cyclic (alkyl)(amino)carbene ligands.
Article in Nature communications, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed, 44 citations in OpenAlex.
- Deoxygenative functionalization of alcohols, ethers, and carbonyl compounds by chromium catalysis.Science advances · 2026Article
- Facile Access to Chelating CAArC-Phosphine (CAArCPhos) Palladium Complexes.Angewandte Chemie (International ed. in English) · 2025Article
- One-Electron Approach for Trans-Selective Alkyne Semi-Reduction via Cobalt Catalysis.Journal of the American Chemical Society · 2025Article
- Article
- The stereo-divergent functionalization of alkynes: a comprehensive review.RSC advances · 2025Review
- Ti-Catalyzed Oxidative Amination Using Anilines.ACS catalysis · 2024Article
- Metal-carbene-guided twofold cross-coupling of ethers with chromium catalysis.Nature communications · 2024Article
- Mechanochemical Synthesis of Chromium(III) Complexes Containing Bidentate PN and Tridentate P-NH-P and P-NH-P' Ligands.ACS omega · 2024Article
Corrections and comments
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Authors and funding
9 authors at 3 institutions in 1 country.
Funding
Abstract
The hydrogenation of alkynes allows the synthesis of olefins, which are important feedstock for the materials, pharmaceutical, and petrochemical industry. Thus, methods that enable this transformation via low-cost metal catalysis are desirable. However, achieving stereochemical control in this reaction is a long-standing challenge. Here, we report on the chromium-catalyzed E- and Z-selective olefin synthesis via hydrogenation of alkynes, controlled by two carbene ligands. A cyclic (alkyl)(amino)carbene ligand that contains a phosphino anchor enables the hydrogenation of alkynes in a trans-addition manner, selectively forming E-olefins. With an imino anchor-incorporated carbene ligand, the stereoselectivity can be switched, giving mainly Z-isomers. This ligand-enabled geometrical stereoinversion strategy by one metal catalysis overrides common methods in control of the E- and Z-selectivity with two different metal catalysis, allowing for highly efficient and on-demand access to both E- and Z-olefins in a stereo-complementary fashion. Mechanistic studies indicate that the different steric effect between these two carbene ligands may mainly dominate the selective forming E- or Z-olefins in control of the stereochemistry.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.