10540-32-6Relevant academic research and scientific papers
Ligand-free, atom-efficient Suzuki-Miyaura type cross-coupling reactions at room temperature
Zhou, Wen-Jun,Wang, Ke-Hu,Wang, Jin-Xian,Gao, Zhi-Rong
, p. 7633 - 7641 (2010)
The atom-efficient cross-coupling reaction of sodium tetraarylborates with aryl iodides and bromides was reported. The reaction can be performed directly using a catalytic system composed of palladium chloride, sodium carbonate and methanol (PdCl2/Na2CO3/MeOH) under heat-free conditions at room temperature in an open air conditions. The reactions carried out in an atom-efficient way as 4 equiv of aryl halides coupled effectively with 1 equiv of sodium tetraarylborates to furnish 4 equiv of the corresponding functionalized biaryls in good to excellent yields.
Nickel-metalated porous organic polymer for Suzuki-Miyaura cross-coupling reaction
Dong, Ying,Jv, Jing-Jing,Li, Yue,Li, Wen-Han,Chen, Yun-Qi,Sun, Qian,Ma, Jian-Ping,Dong, Yu-Bin
, p. 20266 - 20272 (2019)
A new Ni(ii)-α-diimine-based porous organic polymer, namely Ni(ii)-α-diimine-POP, was constructed in high yield via the Sonogashira coupling reaction between the metallo-building block of Ni(ii)-α-diimine and 1,3,5-triethynylbenzene. Besides the high thermal and chemical stability, the obtained Ni(ii)-α-diimine-POP can be a highly active reusable heterogeneous catalyst to promote the Suzuki-Miyaura coupling reaction. The obtained results indicate that the Ni(ii)-α-diimine-POP herein is a promising sustainable alternative to the Pd-based catalysts for catalysing the C-C formation in a heterogeneous way.
Palladium-catalyzed cross-coupling reaction by means of organogermanium trichlorides
Enokido, Tatsuki,Fugami, Keigo,Endo, Mayuko,Kameyama, Masayuki,Kosugi, Masanori
, p. 1685 - 1688 (2004)
Easily accessible arylgermanium trichlorides were found to undergo palladium-catalyzed cross-coupling reactions with aryl bromides and iodides in good yields. The reaction is performed in an aqueous medium with sodium hydroxide as an activator. Some base-
Reusable, polystyrene-resin-supported, palladium-catalyzed, atom-efficient cross-coupling reaction of aryl halides with triarylbismuths
Zhou, Wen-Jun,Wang, Ke-Hu,Wang, Jin-Xian,Huang, Dan-Feng
, p. 416 - 419 (2010)
A rapid, atom-efficient, cross-coupling reaction of triarylbis- muths with aryl bromides or aryl iodides was reported, and the reaction involves the use of a catalytic amount of polystyrene-supported palladium in the presence of KF as base in DMSO at 105 0C in an open atmosphere. All three aryl groups of the triarylbismuths participated in the reaction and produced polyfunctional biaryls in excellent yields. The polymeric catalyst can be easily separated from the reaction mixture and reused more than 10 times without showing any obvious decrease in activity.
Cyclodextrin-supported palladium complex: A highly active and recoverable catalyst for Suzuki–Miyaura cross-coupling reaction in aqueous medium
Guo, Yafei,Li, Jiuling,Shi, Xiwei,Liu, Yang,Xie, Kai,Liu, Yuqi,Jiang, Yubo,Yang, Bo,Yang, Rui
, (2017)
A water-soluble, cyclodextrin-supported palladium complex (DACH-Pd-β-CD) catalytic system was designed and synthesized, which can efficiently catalyze Suzuki–Miyaura cross-coupling reactions between aryl halides and arylboronic acid in water under mild conditions. The catalyst was successfully characterized using the methods of transmission electron microscopy, energy-dispersive X-ray spectrometry, X-ray diffraction, thermogravimetric analysis, and Fourier transform infrared and NMR spectroscopies. Furthermore, the catalyst can be easily separated from the reaction mixture and still maintain high catalytic activity after ten cycles. No leaching of palladium into the reaction solution occurred. The advantages of green solvent (water), short reaction times (2–6?h), low catalyst loading (0.001?mol%), excellent yields (up to 99%) and reusability of the catalyst mean it will have potential applications in green chemical synthesis.
Discovery of Biphenyl-Sulfonamides as Novel β- N-Acetyl- d -Hexosaminidase Inhibitors via Structure-Based Virtual Screening
Chen, Tao,Li, Wen-Qin,Liu, Zheng,Jiang, Wen,Liu, Tian,Yang, Qing,Zhu, Xiao-Lei,Yang, Guang-Fu
, p. 12039 - 12047 (2021/10/20)
Novel insecticidal targets are always in demand due to the development of resistance. OfHex1, a β-N-acetyl-d-hexosaminidase identified in Ostrinia furnacalis (Asian corn borer), is involved in insect chitin catabolism and has proven an ideal target for insecticide development. In this study, structure-based virtual screening, structure simplification, and biological evaluation are used to show that compounds with a biphenyl-sulfonamide skeleton have great potential as OfHex1 inhibitors. Specifically, compounds 10k, 10u, and 10v have Ki values of 4.30, 3.72, and 4.56 μM, respectively, and thus, they are more potent than some reported nonglycosyl-based inhibitors such as phlegmacin B1 (Ki = 26 μM), berberine (Ki = 12 μM), 2 (Ki = 11.2 μM), and 3 (Ki = 28.9 μM). Furthermore, inhibitory kinetic assessments reveal that the target compounds are competitive inhibitors with respect substrate, and based on toxicity predictions, most of them have potent drug properties. The obtained results indicate that the biphenyl-sulfonamide skeleton characterized by simple chemical structure, synthetic tractability, potent activity, and low toxicity has potential for further development in pest management targeting OfHex1.
Alpha-diimine nickel metal organic ligand, porous organic polymer and application of porous organic polymer
-
Paragraph 0092-0093; 0106-0111, (2019/10/01)
The disclosure provides an alpha-diimine nickel metal organic ligand, a porous organic polymer and application of the porous organic polymer. The porous organic polymer has a chemical structural formula as shown in the description. The porous organic polymer can be applied to preparation of a catalyst for catalyzing a Suzuki coupling reaction, and the catalyst has high catalytic activity, low cost, low usage amount and repeated use.
A palladium-carbon-connected organometallic framework and its catalytic application
Dong, Ying,Jv, Jing-Jing,Wu, Xiao-Wei,Kan, Jing-Lan,Lin, Ting,Dong, Yu-Bin
supporting information, p. 14414 - 14417 (2019/12/09)
Herein, we report an organometallic framework (OMF) generated from a divergent tridentate arylisocyanide ligand and PdI2 under solvothermal conditions. The obtained Pd-C bond-connected two-dimensional Pd-OMF was crystalline and porous. Moreover, it could be a highly active catalyst to promote the Suzuki-Miyaura cross-coupling reaction in a heterogeneous manner.
Ferrocenyl palladacycles derived from unsymmetrical pincer-type ligands: Evidence of Pd(0) nanoparticle generation during the Suzuki-Miyaura reaction and applications in the direct arylation of thiazoles and isoxazoles
Maji, Ankur,Singh, Anshu,Mohanty, Aurobinda,Maji, Pradip K.,Ghosh, Kaushik
supporting information, p. 17083 - 17096 (2019/11/26)
A new family of ferrocenyl-palladacycle complexes Pd(L1)Cl (Pd1) and Pd(L2)Cl (Pd2) were synthesized and characterized by UV-visible, IR, ESI-MS, and NMR spectral studies. The molecular structures of Pd1 and Pd2 were determined by X-ray crystallographic studies. Palladacycle catalyzed Suzuki-Miyaura cross-coupling reactions were investigated utilizing the derivatives of phenylboronic acids and substituted chlorobenzenes. Mechanistic investigation authenticated the generation of Pd(0) nanoparticles during the catalytic cycle and the nanoparticles were characterized by XPS, SEM and TEM analysis. Direct C-H arylation of thiazole and isoxazole derivatives employing these ferrocenyl-palladacycle complexes was examined. The reaction model for the arylation reaction implicating the in situ generation of Pd(0) nanoparticles was proposed.
An Active Palladium Colloidal Catalyst for the Selective Oxidative Heterocoupling of (Hetero)Aryl Boronic Acids
Sable, Vaibhav,Maindan, Karan,Bhilare, Shatrughn,Chrysochos, Nicolas,Schulzke, Carola,Kapdi, Anant R.
supporting information, p. 2489 - 2498 (2018/09/10)
A highly selective oxidative heterocoupling protocol for (hetero)aryl boronic acids with an active palladium colloidal catalyst was developed. The judicious choice of electronically different aryl boronic acids made possible such couplings under mild conditions, with air as oxidant, while embracing a wide substrate scope. This successful approach further allowed the development of a unique one-pot sequential oxidative heterocoupling/Suzuki–Miyaura cross-coupling tandem process for accessing substituted terphenyls.
