Long-Range Olefin Isomerization Catalyzed by Palladium(0) Nanoparticles

Le Thi Ngoc Chuc, Cheng Sheng Chen, Wei Shang Lo, Po Chuan Shen, Yi Chen Hsuan, Hui Hsu Gavin Tsai, Fa Kuen Shieh, Duen Ren Hou

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

Long-range olefin isomerization of 2-alkenylbenzoic acid derivatives going through two to five sp3-carbon atoms to give (E)-alkenes was achieved with palladium(0) nanoparticles. The substrate scope of this reaction includes carboxylic acid, ester, and primary to tertiary amides and tolerates various substituents on the benzene ring. This isomerization reaction was catalyzed by recyclable Pd(0) nanoparticles, prepared in situ from PdCl2 and characterized by X-ray powder diffraction and scanning electron microscopy analyses. 1H NMR studies and kinetic modeling supported a stepwise process. This new process was applied to synthesize a natural dihydroisocoumarin with good efficiency.

Original languageEnglish
Pages (from-to)698-711
Number of pages14
JournalACS Omega
Volume2
Issue number2
DOIs
StatePublished - 28 Feb 2017

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