74423-01-1Relevant academic research and scientific papers
Simple and Clean Photoinduced Aromatic Trifluoromethylation Reaction
Li, Lu,Mu, Xiaoyue,Liu, Wenbo,Wang, Yichen,Mi, Zetian,Li, Chao-Jun
supporting information, p. 5809 - 5812 (2016/06/09)
We describe a simple, metal-and oxidant-free photochemical strategy for the direct trifluoromethylation of unactivated arenes and heteroarenes under either ultraviolet or visible light irradiation. We demonstrated that photoexcited aliphatic ketones, such as acetone and diacetyl, can be used as promising low-cost radical initiators to generate CF3 radicals from sodium triflinate efficiently. The broad utility of this strategy and its benefit to medicinal chemistry are demonstrated by the direct trifluoromethylation of unprotected bidentate chelating ligand, xanthine alkaloids, nucleosides, and related antiviral drug molecules.
A Pd-Cu2O nanocomposite as an effective synergistic catalyst for selective semi-hydrogenation of the terminal alkynes only
Yang, Shuliang,Cao, Changyan,Peng, Li,Zhang, Jianling,Han, Buxing,Song, Weiguo
supporting information, p. 3627 - 3630 (2016/03/05)
A new type lead-free catalyst of a Pd-Cu2O nanocomposite was developed for highly selective semi-hydrogenation of alkynes. With unprecedented selectivity for the semi-hydrogenation of terminal alkynes to alkenes, we show for the first time that the catalyst only hydrogenated the terminal alkynes, i.e. did not hydrogenate the internal alkynes.
Introducing a new radical trifluoromethylation reagent
Sato, Azusa,Han, Jianlin,Ono, Taizo,Wzorek, Alicja,Ace?a, José Luis,Soloshonok, Vadim A.
supporting information, p. 5967 - 5970 (2015/03/30)
Perfluoro-3-ethyl-2,4-dimethyl-3-pentyl radical (PPFR) is a persistent radical stable at room temperature, but easily decomposes at 90 °C to produce a CF3 radical which is able to react with a variety of aromatic compounds to afford the corresponding trifluoromethyl derivatives, usually as mixtures of regioisomers in good to excellent overall yields.
Heteroatom-free arene-cobalt and arene-iron catalysts for hydrogenations
Gaertner, Dominik,Welther, Alice,Rad, Babak Rezaei,Wolf, Robert,Von Wangelin, Axel Jacobi
supporting information, p. 3722 - 3726 (2014/04/17)
75 years after the discovery of hydroformylation, cobalt catalysts are now undergoing a renaissance in hydrogenation reactions. We have evaluated arene metalates in which the low-valent metal species is - conceptually different from heteroatom-based ligands - stabilized by π coordination to hydrocarbons. Potassium bis(anthracene)cobaltate 1 and -ferrate 2 can be viewed as synthetic precursors of quasi-"naked" anionic metal species; their aggregation is effectively impeded by (labile) coordination to the various π acceptors present in the hydrogenation reactions of unsaturated molecules (alkenes, arenes, carbonyl compounds). Kinetic studies, NMR spectroscopy, and poisoning studies of alkene hydrogenations support the formation of a homogeneous catalyst derived from 1 which is stabilized by the coordination of alkenes. This catalyst concept complements the use of complexes with heteroatom donor ligands for reductive processes. Especially high selectivities were observed in the hydrogenation of various alkenes, ketones, and imines with bis(anthracene) cobaltate(-I) [K(dme)2{Co(C14H10)2}] under mild conditions (1-5 mol% cat., 1-10 bar H2, 20-60°C). Mechanistic studies indicate the operation in alkene hydrogenations of a homogeneous catalyst formed by initial ligand exchange and stabilized by the coordination of π-acidic alkenes or arenes.
Dual Pd and CuFe2O4 nanoparticles encapsulated in a core/shell silica microsphere for selective hydrogenation of arylacetylenes
Lee, Kyu Hyung,Lee, Byeongno,Lee, Kyu Reon,Yi, Mi Hye,Hur, Nam Hwi
supporting information; scheme or table, p. 4414 - 4416 (2012/05/20)
A dual catalyst containing Pd and CuFe2O4 nanoparticles in a silica shell exhibits >98% conversion of arylacetylenes to related styrenes with selectivity greater than 98%, which are better than those obtained using a commercial Lindlar catalyst. The excellent synergy was likely a result of the proximal interaction between Pd and CuFe2O 4 nanoparticles.
Intermolecular hydroarylation of unactivated olefins catalyzed by homogeneous platinum complexes
Luedtke, Avery T.,Goldberg, Karen I.
supporting information; experimental part, p. 7694 - 7696 (2009/04/11)
Designing catalysts: The five-coordinate platinum(IV) complex A and the platinum(II) trans complex B act as precatalysts for the hydroarylation of unactivated olefins. The catalytic cycle features an aryl-olefin insertion at PtII and a C-H bond activation of the arene solvent as key steps. The Pt II cis complex C has been observed in hydroarylation reactions of ethylene with benzene.
