14743-46-5Relevant articles and documents
Nickel-catalyzed decarboxylative cross-coupling of perfluorobenzoates with aryl halides and sulfonates
Sardzinski, Logan W.,Wertjes, William C.,Schnaith, Abigail M.,Kalyani, Dipannita
, p. 1256 - 1259 (2015)
A Ni-catalyzed method for the coupling of perfluorobenzoates with aryl halides and pseudohalides is described. Aryl iodides, bromides, chlorides, triflates, and tosylates participate in these transformations to afford the products in good yields. Penta-, tetra-, and trifluorinated biaryl compounds are obtained using these newly developed Ni-catalyzed decarboxylative cross-coupling reactions.
Gold-Catalyzed Chemoselective Couplings of Polyfluoroarenes with Aryl Germanes and Downstream Diversification
Dahiya, Amit,Fricke, Christoph,Schoenebeck, Franziska
supporting information, p. 7754 - 7759 (2020/04/30)
This report describes the chemoselective coupling of polyfluoroarenes with aryl germanes in the presence of aromatic C-I, C-Br, C-Cl, C-OTf, and C-SiMe3 groups, as well as demonstrates the further downstream diversification to give richly functionalized and highly fluorinated polyarenes. The strategy relies on an in situ Umpolung of the FnArH, followed by selective Au(I)/Au(III)-catalyzed coupling with electron-poor or-rich aryl germanes, even in the presence of challenging ortho-substituents, and widens the currently available coupling space in oxidative gold catalysis to previously inaccessible electron-poor/electron-poor biaryls.
Highly efficient heterogeneous copper-catalyzed decarboxylative cross-coupling of potassium polyfluorobenzoates with aryl halides leading to polyfluorobiaryls
Lin, Yang,Cai, Mingzhong,Fang, Zhiqiang,Zhao, Hong
, p. 34722 - 34729 (2017/07/22)
The heterogeneous decarboxylative cross-coupling reaction of potassium polyfluorobenzoates with aryl iodides and bromides was achieved in diglyme or DMAc at 130 or 160 °C in the presence of 10-20 mol% of a 1,10-phenanthroline-functionalized MCM-41-immobilized copper(i) complex, [MCM-41-Phen-CuI], yielding a variety of polyfluorobiaryls in good to excellent yields. This heterogeneous copper(i) complex could easily be prepared via a simple procedure from commercially readily available and inexpensive reagents, exhibited the same catalytic activity as the homogeneous CuI/Phen system, and was recovered by filtration of the reaction solution and recycled at least 8 times without significant loss of catalytic activity.