14625-58-2Relevant articles and documents
Heteroleptic palladium(II) complexes containing N-heterocyclic carbenes and 4-phenyl-1H-1,2,3-triazole: Synthesis, characterization, and catalytic application
Chen, Wei,Yang, Jin
, p. 1 - 12 (2018)
Reaction of the dimeric N-heterocyclic carbene (NHC) palladium compounds [Pd(μ-Cl)(Cl)(NHC)]2 with 4-phenyl-1H-1,2,3-triazole gave four mono- and dinuclear complexes 1–4. Mononuclear complexes 1 and 2 [(NHC)PdCl2(4-phenyl-1H-1,2,3-triazole)] were obtained when the reactions were performed in CH2Cl2, whereas dinuclear complexes 3 and 4 [Pd2(μ-Cl)(μ-4-phenyl-1H-1,2,3-triazole)Cl2(NHC)2] were obtained when the reactions were performed in THF in reflux with Et3N as the base. Further explorations of the catalytic properties of 1–4 for Pd-catalyzed transformations have been performed and these complexes exhibited moderate to high catalytic activities for Suzuki–Miyaura coupling and arylation of benzoxazoles with aryl bromides.
Magnetic Nanoparticle Decorated N-Heterocyclic Carbene–Nickel Complex with Pendant Ferrocenyl Group for C–H Arylation of Benzoxazole
Naikwade, Altafhusen,Jagadale, Megha,Kale, Dolly,Gajare, Shivanand,Rashinkar, Gajanan
, p. 3178 - 3192 (2018)
Abstract: Magnetic nanoparticle decorated N-heterocyclic carbene–nickel complex with pendant ferrocenyl group has been prepared by multi-step procedure. The formation of complex was confirmed on the basis of analytical techniques such as Fourier transform infrared (FT-IR), Fourier transform Raman (FT-Raman) and X-ray photoelectron spectroscopy (XPS) as well as by X-ray diffraction (XRD), transmission electron microscopy (TEM) and vibrating sample magnetometer (VSM) analysis. The complex proved to be an efficient heterogeneous catalyst for C–H arylation of benzoxazole with aryl boronic acids. The recycling studies revealed that complex could be reused for six times without significant decrease in catalytic activity. Graphical Abstract: [Figure not available: see fulltext.].
Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling
Liu, Chengwei,Ji, Chong-Lei,Zhou, Tongliang,Hong, Xin,Szostak, Michal
supporting information, p. 10690 - 10699 (2021/04/09)
Cooperative bimetallic catalysis is a fundamental approach in modern synthetic chemistry. We report bimetallic cooperative catalysis for the direct decarbonylative heteroarylation of ubiquitous carboxylic acids via acyl C-O/C-H coupling. This novel catalytic system exploits the cooperative action of a copper catalyst and a palladium catalyst in decarbonylation, which enables highly chemoselective synthesis of important heterobiaryl motifs through the coupling of carboxylic acids with heteroarenes in the absence of prefunctionalization or directing groups. This cooperative decarbonylative method uses common carboxylic acids and shows a remarkably broad substrate scope (>70 examples), including late-stage modification of pharmaceuticals and streamlined synthesis of bioactive agents. Extensive mechanistic and computational studies were conducted to gain insight into the mechanism of the reaction. The key step involves intersection of the two catalytic cycles via transmetallation of the copper–aryl species with the palladium(II) intermediate generated by oxidative addition/decarbonylation.
A TEMPO-Functionalized Ordered Mesoporous Polymer as a Highly Active and Reusable Organocatalyst
Guo, Ying,Wang, Wei David,Li, Shengyu,Zhu, Yin,Wang, Xiaoyu,Liu, Xiao,Zhang, Yuan
supporting information, p. 3689 - 3694 (2021/09/29)
The properties of high stability, periodic porosity, and tunable nature of ordered mesoporous polymers make these materials ideal catalytic nanoreactors. However, their application in organocatalysis has been rarely explored. We report herein for the first time the incorporation of a versatile organocatalyst, 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO), into the pores of an FDU-type mesoporous polymer via a pore surface engineering strategy. The resulting FDU-15-TEMPO possesses a highly ordered mesoporous organic framework and enhanced stability, and shows excellent catalytic activity in the selective oxidation of alcohols and aerobic oxidative synthesis of 2-substituted benzoxazoles, benzimidazoles and benzothiazoles. Moreover, the catalyst can be easily recovered and reused for up to 7 consecutive cycles.
