178820-23-0Relevant articles and documents
A simple method for preparing imidazolium-based polymer as solid catalyst for Suzuki-Miyaura reaction
Zhang, Weiqiang,Peng, Liangyi,Deng, Chunyan,Zhang, Yingxue,Qian, Hao
, p. 170 - 178 (2018)
Polymers containing the structure of N-heterocyclic carbenes (NHCs) have attracted much interest due to their superior complexing ability to metal ions and good recyclability, which make them promising candidates as solid supporters. Herein, we developed an easy method to synthesize polyimidazolium chloride salt (PImCl) via one-step method in mild conditions. After PImCl was chelated with palladium chloride in 3-chloropyridine, this NHC-Pd polymer was employed as the solid catalyst for Suzuki reactions of aryl bromides and phenylboronic acid. The catalytic activity of the NHC-Pd polymer was high for many different substrates. Moreover, the Suzuki reaction of 4-bromoanisole with phenylboronic acid could be catalyzed by this NHC-Pd polymer in mild conditions. Furthermore, this solid catalyst could be easily isolated by centrifugal separation. After several recycling runs, the catalytic activity decreased little. Compared with the conventional methods, this method was much simpler and more efficient, which showed enormous potential in preparing new heterogeneous supporter of porous polyimidazolium chloride salt.
Decarbonylative Suzuki-Miyaura Cross-Coupling of Aroyl Chlorides
Zhou, Tongliang,Xie, Pei-Pei,Ji, Chong-Lei,Hong, Xin,Szostak, Michal
supporting information, p. 6434 - 6440 (2020/09/02)
Herein, we report a catalyst system for Pd-catalyzed decarbonylative Suzuki-Miyaura cross-coupling of aroyl chlorides with boronic acids to furnish biaryls. This strategy is suitable for a broad range of common aroyl chlorides and boronic acids. The synthetic utility is highlighted in the direct late-stage functionalization of pharmaceuticals and natural products capitalizing on the presence of carboxylic acid moiety. Extensive mechanistic and DFT studies provide key insight into the reaction mechanism and high decarbonylative cross-coupling selectivity.
Biguanide/Pd(OAc)2 immobilized on magnetic nanoparticle as a recyclable catalyst for the heterogeneous Suzuki reaction in aqueous media
Beygzadeh,Alizadeh,Khodaei,Kordestani
, p. 86 - 91 (2013/03/28)
Immobilization of Pd(II) ions on magnetite nanoparticle (MNP) has been simply achieved through a surface modification of Fe3O4 nanoparticle with a biguanide. This surface-modified nanoparticle was characterized by various techniques such as TEM, XRD, VSM, TGA, elemental analyzer, atomic absorption spectroscopy, N2 adsorption-desorption (BET and BJH), and FT-IR. This nanosolid exhibits excellent catalytic activity for heterogeneous Suzuki reaction in aqueous media, and could be easily separated by an external magnet and reused for several times. TEM study of the recovered catalyst showed the preservation of the support core-shell structure and the good dispersion of the produced palladium nanoparticles.