Journal
ORGANOMETALLICS
Volume 32, Issue 14, Pages 3859-3869Publisher
AMER CHEMICAL SOC
DOI: 10.1021/om4003297
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- National Science Council of the ROC [NSC 101-2113-M-259-005-MY3]
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Two sets of six PEPPSI (pyridine enhanced precatalyst preparation, stabilization, and initiation) themed palladium complexes of amide-functionalized N-heterocydic carbenes [PdBr2(NHC)(Py)], where NHC = 1-acetamido-3-R-imidazolin-2-ylidene, 1-acetamido-3-R-benzimidazolin-2-ylidene and Py = pyridine, were prepared. Solid-state structures of all these complexes were determined by single-crystal X-ray diffraction methods. All complexes under scrutiny were found to adopt a trans arrangement with square-planar geometry. These complexes showed excellent catalytic activity toward the Mizoroki-Heck cross-coupling reaction of aryl chlorides and styrene. Benzimidazole-derived complexes exhibited better catalytic activity than imidazole-based complexes. Formation of palladium nanoparticles in the reaction mixture was evidenced by dynamic light scattering and transmission electron microscopy studies and a mercury poisoning experiment, suggesting the possible involvement of palladium nanoparticles in the catalytic reactions.
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