29304-63-0Relevant articles and documents
The effect of PEGylated dendrimers on the catalytic activity and stability of palladium particles in the suzuki reaction
Gaebler, Christian,Jeschke, Janine,Nurgazina, Gulnar,Dietrich, Sascha,Schaarschmidt, Dieter,Georgi, Colin,Schlesinger, Maik,Mehring, Michael,Lang, Heinrich
, p. 317 - 323 (2013)
Stable dendrimer-coated Pd particles were synthesized using the wet-chemical borohydride reduction method of Pd(II) salts in the presence of low-generation (poly)ethylene glycol-terminated amidoamine-based dendrimers. The identity and structure of the Pd-
MeOTf-catalyzed formal [4?+?2] annulations of styrene oxides with alkynes leading to polysubstituted naphthalenes through sequential electrophilic cyclization/ring expansion
Chen, Chao,Xi, Chanjuan,Zhang, Zeyu,Zou, Song
supporting information, (2021/12/30)
MeOTf-catalyzed formal [4 + 2] annulation of styrene oxides with alkynes to afford polysubstituted naphthalenes has been realized, which undergoes sequential electrophilic cyclization/ring expansion. A range of substrates were tolerated in the formation of naphthalene derivatives with high regioselectivity in satisfactory yields. The reaction could also be carried out on gram scale.
Monosubstituted, Anionic Imidazolyl Ligands from N?H NHC Precursors and Their Activity in Pd-Catalyzed Cross-Coupling Reactions
Clark, Kyle J.,Ess, Daniel H.,Jensen, Christopher A.,Kenney, Karissa C.,Larson, Alexandra J. S.,Martinez, Erin E.,Michaelis, David J.,Nazari, S. Hadi,Smith, Stacey J.,Valdivia-Berroeta, Gabriel A.
supporting information, (2020/07/06)
We report that treatment of several 2-diphenylphosphinoimidazoles with Pd(II) salts generates monosubstituted N?H NHC?Pd complexes via insertion into the C?P bond. Removal of the N?H proton in situ leads to anionic (X-type) or imidazolyl-Pd complexes that are highly stable and catalytically active, achieving up to 340,000 turnovers at 1 ppm catalyst loading in Suzuki-Miyaura reactions. DFT-calculated Tolman electronic parameters for the sterically small ligands suggest that these ligands are significantly more donating than traditional NHCs, which provides a rationale for rapid cross-coupling catalysis. Excellent reactivity is also demonstrated in Sonogashira reactions. (Figure presented.).
N-Heterocarbene Palladium Complexes with Dianisole Backbones: Synthesis, Structure, and Catalysis
Li, Dong-Hui,He, Xu-Xian,Xu, Chang,Huang, Fei-Dong,Liu, Ning,Shen, Dong-Sheng,Liu, Feng-Shou
, p. 2539 - 2552 (2019/06/17)
A series of palladium N-heterocyclic carbenes (NHCs), complexes C1-C5, bearing dianisole backbones and substituted N-aryl moieties have been synthesized and characterized. The electronic effect as well as the steric environment of the NHC ligands has been assessed. The synthesized palladium complexes were applied for Suzuki-Miyaura cross-coupling reactions under aerobic conditions. The relationship between the catalytic structure and catalytic performance was then extensively investigated. Upon optimizing the reaction conditions, the C4 was found to be highly efficient to catalyze the cross-coupling of (hetero)aryl chlorides with (hetero)arylboronic acids at a 0.1 mol % palladium loading.