619-24-9Relevant articles and documents
Photoinduced Iron-Catalyzed ipso-Nitration of Aryl Halides via Single-Electron Transfer
Wu, Cunluo,Bian, Qilong,Ding, Tao,Tang, Mingming,Zhang, Wenkai,Xu, Yuanqing,Liu, Baoying,Xu, Hao,Li, Hai-Bei,Fu, Hua
, p. 9561 - 9568 (2021/08/06)
A photoinduced iron-catalyzed ipso-nitration of aryl halides with KNO2 has been developed, in which aryl iodides, bromides, and some of aryl chlorides are feasible. The mechanism investigations show that the in situ formed iron complex by FeSO4, KNO2, and 1,10-phenanthroline acts as the light-harvesting photocatalyst with a longer lifetime of the excited state, and the reaction undergoes a photoinduced single-electron transfer (SET) process. This work represents an example for the photoinduced iron-catalyzed Ullmann-type couplings.
Recyclable and Reusable Pd(OAc)2/XPhos–SO3Na/PEG-400/H2O System for Cyanation of Aryl Chlorides with Potassium Ferrocyanide
Cai, Mingzhong,Huang, Bin,Liu, Rong,Xu, Caifeng
, (2021/12/03)
Pd(OAc)2/XPhos–SO3Na in a mixture of poly(ethylene glycol) (PEG-400) and water is shown to be a highly efficient catalyst for the cyanation of aryl chlorides with potassium ferrocyanide. The reaction proceeded smoothly at 100 or 120?oC with K2CO3 or KOAc as base, delivering a variety of aromatic nitriles in good to excellent yields. The isolation of the crude products is facilely performed by extraction with cyclohexane and more importantly, both expensive Pd(OAc)2 and XPhos–SO3Na in PEG-400/H2O system could be easily recycled and reused at least six times without any apparent loss of catalytic efficiency. Graphical Abstract: Palladium-catalyzed cyanation of aryl chlorides with potassium ferrocyanide leading to aryl nitriles by using Pd(OAc)2/XPhos–SO3Na/PEG-400/H2O as a highly efficient and recyclable catalytic system is described.[Figure not available: see fulltext.]
An easily fabricated palladium nanocatalyst on magnetic biochar for Suzuki-Miyaura and aryl halide cyanation reactions
Akay, Sema,Baran, Talat,Kalderis, Dimitrios,Kayan, Berkant,Tsubota, Toshiki,Turun?, Ersan
, p. 12519 - 12527 (2021/07/25)
Biochar is a carbon-rich solid, the surface of which is covered with a high density of functional carbonyl, hydroxyl and carboxylic acid groups. In this work, palladium nanoparticles were embedded on magnetic biochar and a new reusable and environmentally-friendly catalyst was developed and applied for the promotion of Suzuki-Miyaura C-C coupling and cyanation reactions. The high-carbon (77%), low-ash content (5.8%) and the relatively high surface area (266 m2g?1) of pine tree biochar (PTB) suggested that it might be highly suitable as a catalyst substrate. The Fe3O4-Pd-biochar nanocomposite was successfully characterized using SEM, TEM, EDX, FT-IR, BET and XRD. Its catalytic role was initially evaluated usingp-NO2C6H4I as a model reactant (for both types of reactions) and later for the production of biaryls and benzonitriles from a wide range of aryl halides under mild reaction conditions. Biaryls and benzonitriles were characterized using GC-MS. In the case of the Suzuki-Miyaura reaction, the optimum yield of 98% was obtained with a catalyst concentration of 0.04 mol%, microwave irradiation of 400 W, and a residence time of 5 min, using K2CO3as the base. With respect to the cyanation reaction, dimethylformamide, Na2CO3and 6 h were the optimum solvent, base and reaction duration, respectively. Subsequently, the nanocatalyst showed excellent catalytic activity in both reactions, achieving >88% yields in most cases, regardless of the aryl iodide or bromide used and the type of substitution.