Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 26, Issue 7, Pages 1597-1603Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201903850
Keywords
alkynes; catalysis; hydrogenation; nickel; stereoselectivity
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Funding
- German Research Council (DFG, Emmy Noether Fellowship) [TE1101/2-1]
- Fonds der Chemischen Industrie
- TU Berlin
- Einstein Center of Catalysis (EC2)
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Stereoselective alkyne semihydrogenations are attractive approaches to alkenes, which are key building blocks for synthesis. With regards to the most atom-economic reducing agent dihydrogen (H-2), only few catalysts for the challenging E-selective alkyne semihydrogenation have been disclosed, each with a unique substrate scope profile. Here, we show that a commercially available nickel catalyst facilitates the E-selective alkyne semihydrogenation of a wide variety of substituted internal alkynes. This results in a simple and broadly applicable overall protocol to stereoselectively access E-alkenes employing H-2, which could serve as a general method for synthesis.
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