2712-33-6Relevant academic research and scientific papers
Mild and Efficient Ni-Catalyzed Biaryl Synthesis with Polyfluoroaryl Magnesium Species: Verification of the Arrest State, Uncovering the Hidden Competitive Second Transmetalation and Ligand-Accelerated Highly Selective Monoarylation
Wang, Junya,Meng, Ge,Xie, Kun,Li, Liting,Sun, Huaming,Huang, Zhiyan
, p. 7421 - 7430 (2017)
Employing a nickel catalyst and electron-deficient polyfluoroaryl magnesium species, a highly selective monoarylation of polyfluoroarenes containing multiple identical coupling sites has been achieved for the first time, which represents a long-standing p
Copper-Catalysed Suzuki-Miyaura Cross-Coupling of Highly Fluorinated Aryl Boronate Esters with Aryl Iodides and Bromides and Fluoroarene?Arene π-Stacking Interactions in the Products
Budiman, Yudha P.,Friedrich, Alexandra,Radius, Udo,Marder, Todd B.
, p. 5387 - 5396 (2019/08/16)
A combination of copper iodide and phenanthroline as the ligand is an efficient catalyst for Suzuki-Miyaura cross-coupling of highly fluorinated boronate esters (aryl?Bpin) with aryl iodides and bromides to generate fluorinated biaryls in good to excellent yields. This method represents a nice alternative to traditional cross-coupling methods which require palladium catalysts and stoichiometric amounts of silver oxide. We note that π???π stacking interactions dominate the molecular packing in the partly fluorinated biaryl crystals investigated herein. They are present either between the arene and perfluoroarene, or solely between arenes or perfluoroarenes, respectively.
Pd-catalyzed direct arylation of electron-deficient polyfluoroarenes with aryliodine(III) diacetates
Fu, Zhengjiang,Xiong, Qiheng,Zhang, Wenbiao,Li, Zhaojie,Cai, Hu
supporting information, p. 123 - 126 (2015/02/05)
A Pd-catalyzed direct arylation of electron-deficient polyfluoroarenes with readily available aryliodine(III) diacetates was developed with moderate to good yields. The process exhibited good functional tolerance with respect to methyl, methoxy, bromo, chloro, trifluoromethyl, cyano, and aldehyde groups. Mechanistic studies revealed this coupling involved in situ generation of aryl iodide from heating-promoted decomposition of aryliodine(III) diacetate, followed by coupling with polyfluoroarenes substrates to afford the desired products.
A cooperative Pd-Cu system for direct C-H bond arylation
Lesieur, Mathieu,Lazreg, Fa?ma,Cazin, Catherine S. J.
supporting information, p. 8927 - 8929 (2014/08/05)
A novel and efficient method for C-H arylation using well-defined Pd- and Cu-NHC systems has been developed. This process promotes the challenging construction of C-C bonds from arenes or heteroarenes using aryl bromides and chlorides. Mechanistic studies
TBu3P-coordinated 2-phenylaniline-based palladacycle complexes as precatalyst for Pd-catalyzed coupling reactions of aryl halides with polyfluoroarenes by a C-H activation strategy
Zhang, Hong-Hai,Dong, Jie,Hu, Qiao-Sheng
, p. 1327 - 1332 (2014/03/21)
A tBu3P-coordinated 2-phenylaniline-based palladacycle complex was demonstrated to be an efficient precatalyst for Pd-catalyzed coupling reactions of aryl halides with polyfluoroarenes that operates through a C-H activation strategy. The ready
Preparation of fluorinated biaryls through direct palladium-catalyzed coupling of polyfluoroarenes with aryltrifluoroborates
Fang, Xin,Huang, Yuanyuan,Chen, Xiaoqing,Lin, Xiaoxi,Bai, Zhengshuai,Huang, Kuo-Wei,Yuan, Yaofeng,Weng, Zhiqiang
, p. 50 - 57 (2013/06/27)
The direct palladium-catalyzed coupling of polyfluoroarenes with aryltrifluoroborates gave the desired products of fluorinated biaryls in good to excellent yields. A diverse set of important functional groups including methoxy, aldehyde, ester, nitro and halide can be well tolerated in the protocol.
Palladium-catalyzed cross-coupling of polyfluoroarenes with simple arenes
Li, Hu,Liu, Jia,Sun, Chang-Liang,Li, Bi-Jie,Shi, Zhang-Jie
supporting information; experimental part, p. 276 - 279 (2011/04/17)
The most efficient method to construct biaryls is the direct dehydrogenative cross-coupling of two different aromatic rings. Such an ideal cross arylation starting from distinct polyfluoroarenes and simple arenes was presented. The selectivity of the cross-coupling was controlled by both of the electronic property of fluoroarenes and steric hindrance of simple arenes. Diisopropyl sulfide was essential to promote the efficacy.
Pd(OAc)2-catalyzed oxidative C-H/C-H cross-coupling of electron-deficient polyfluoroarenes with simple arenes
Wei, Ye,Su, Weiping
supporting information; experimental part, p. 16377 - 16379 (2011/02/22)
Pd(OAc)2-catalyzed intermolecular C-H/C-H cross-coupling reactions between electron-deficient polyfluoroarenes and simple arenes for the synthesis of fluorinated biaryls have been developed. Deuterium-labeling experiments suggested that C-H bon
