Ruthenium-Catalyzed E-Selective Alkyne Semihydrogenation with Alcohols as Hydrogen Donors
Journal article, 2020

Selective direct ruthenium-catalyzed semihydrogenation of diaryl alkynes to the corresponding E-alkenes has been achieved using alcohols as the hydrogen source. The method employs a simple ruthenium catalyst, does not require external ligands, and affords the desired products in > 99% NMR yield in most cases (up to 93% isolated yield). Best results were obtained using benzyl alcohol as the hydrogen donor, although biorenewable alcohols such as furfuryl alcohol could also be applied. In addition, tandem semihydrogenation-alkylation reactions were demonstrated, with potential applications in the synthesis of resveratrol derivatives.

Author

Andreas Ekebergh

Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry

Romain Bordes

Chalmers, Chemistry and Chemical Engineering, Applied Chemistry

Nina Kann

Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry, Physical Chemistry

Journal of Organic Chemistry

0022-3263 (ISSN) 1520-6904 (eISSN)

Vol. 85 5 2966-2975

Subject Categories

Chemical Process Engineering

Biocatalysis and Enzyme Technology

Organic Chemistry

DOI

10.1021/acs.joc.9b02721

PubMed

32027128

More information

Latest update

3/12/2020