80663-50-9Relevant articles and documents
Mizoroki-Heck carbon-carbon cross-coupling reactions by water-soluble palladium (II) complexes in neat water
Makhubela, Banothile C. E.,Matsinha, Leah C.,Moyo, Pamela S.
supporting information, (2021/08/03)
Water-soluble palladium complexes were synthesized, characterized, tested as (pre)catalyst for Mizoroki-Heck carbon-carbon cross-coupling reactions in water. Cross-coupling of aryl iodides and bromides with methyl and ethyl acrylates was achieved at 140 °
Palladium Complexes with Phenoxy- And Amidate-Functionalized N-Heterocyclic Carbene Ligands Based on 3-Phenylimidazo[1,5- a]pyridine: Synthesis and Catalytic Application in Mizoroki-Heck Coupling Reactions with Ortho-Substituted Aryl Chlorides
Hung, Cheng-Hau,Zheng, Wei-Yuan,Lee, Hon Man
, p. 702 - 713 (2021/04/02)
Mononuclear and tetranuclear palladium complexes with functionalized "abnormal"N-heterocyclic carbene (aNHC) ligands based on 3-phenylimidazo[1,5-a]pyridine were synthesized. All of the new complexes were structurally characterized by single-crystal X-ray diffraction studies. The new complexes were applied in the Mizoroki-Heck coupling reaction of aryl chlorides with alkenes in neat n-tetrabutylammonium bromide (TBAB). The mononuclear palladium complex with a tridentate phenoxy- and amidate-functionalized aNHC ligand displayed activity superior to that of the palladium complex with a bidentate amidate-functionalized aNHC ligand. The new tetranuclear complex with the tridentate ligand displayed the best activities, capable of the activation of deactivated aryl chlorides as substrates with a low Pd atom loading. Even challenging sterically demanding ortho-substituted aryl chlorides were successfully utilized as substrates. The studies revealed that the robustness of the catalyst precursor is crucial in delivering high catalytic activities. Also, the promising use of tetranuclear palladium complexes with functionalized aNHC ligands as the catalyst precursors in the Mizoroki-Heck coupling reaction in neat TBAB was demonstrated.
Bis(pyrazolyl)palladium(II) complexes as catalysts for Mizoroki–Heck cross-coupling reactions
Ocansey, Edward,Darkwa, James,Makhubela, Banothile C.E.
, p. 52 - 59 (2019/04/10)
Recent progress in carbon–carbon cross-coupling reactions has resulted in the discovery of highly active catalysts for carrying out such transformations. However, due to the wide array of applications of the products from cross-coupling reactions, there is the need to design suitable catalysts that permit the practical and economical synthesis of the cross-coupled products. Palladium complexes with bulky and electron-donating ligands have served as excellent (pre)catalysts for the Mizoroki–Heck cross-coupling reaction. By using bulky pyrazole-based ligands, we have prepared palladium(II) complexes with controlled steric and electronic properties of the metal center. We have used these bulky bis(pyrazolyl)palladium(II) complexes as (pre)catalysts for the Mizoroki–Heck cross-coupling reaction. The (pre)catalysts displayed high activity and selectivity, giving high catalytic conversions at a low (pre)catalyst loading and short reaction times. A mercury poisoning test confirmed that the (pre)catalysts promoted the Mizoroki–Heck cross-coupling homogenously and do not decompose into palladium black during the reactions. The catalytic systems were also tolerant to the presence of functional groups, such as 4-CF3, 4-CH3, 4-CO2Me and 4-CO2Et, on the alkene substrates.
