Isolation of Pure Disubstituted E Olefins through Mo-Catalyzed Z-Selective Ethenolysis of Stereoisomeric Mixtures
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Author(s)
Marinescu, Smaranda C.
Levine, Daniel S.
Zhao, Yu
Schrock, Richard Royce
Hoveyda, Amir H.
Date Issued
August 2011
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society
Citation
Marinescu, Smaranda C., Daniel S. Levine, Yu Zhao, Richard R. Schrock, and Amir H. Hoveyda. “Isolation of Pure Disubstituted E Olefins through Mo-Catalyzed Z-Selective Ethenolysis of Stereoisomeric Mixtures.” Journal of the American Chemical Society 133, no. 30 (August 3, 2011): 11512-11514.
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Author's final manuscript
Abstract
Monoaryloxide–pyrrolide (MAP) complexes of molybdenum were employed for the selective ethenolysis of 1,2-disubstituted Z olefins in the presence of the corresponding E olefins. Reactions were performed in the presence of 0.02–3.0 mol % catalyst at 22 °C under 20 atm ethylene. We have demonstrated that the Z isomer of an easily accessible E:Z mixture can be destroyed through ethenolysis and the E alkene thereby isolated readily in high yield and exceptional stereoisomeric purity.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/ja205002v
