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.
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