Open AccessLong-Range Olefin Isomerization Catalyzed by Palladium(0) Nanoparticles
Author(s) -
Le Thi Ngoc Chuc,
Cheng Sheng Chen,
Wei Shang Lo,
Po Chuan Shen,
Yi Chen Hsuan,
Hui Lien Tsai,
Fa Kuen Shieh,
Duen Ren Hou
Publication year - 2017
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.6b00509
Subject(s) - isomerization , olefin fiber , catalysis , palladium , benzene , chemistry , nanoparticle , substrate (aquarium) , organic chemistry , photochemistry , materials science , nanotechnology , oceanography , geology
Long-range olefin isomerization of 2-alkenylbenzoic acid derivatives going through two to five sp 3 -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 PdCl 2 and characterized by X-ray powder diffraction and scanning electron microscopy analyses. 1 H NMR studies and kinetic modeling supported a stepwise process. This new process was applied to synthesize a natural dihydroisocoumarin with good efficiency.