17047-34-6Relevant articles and documents
Copper catalyzed oxidative coupling reactions for trifluoromethylselenolations-synthesis of R-SeCF3 compounds using air stable tetramethylammonium trifluoromethylselenate
Lefebvre, Quentin,Pluta, Roman,Rueping, Magnus
, p. 4394 - 4397 (2015)
The aerobic, room-temperature coupling of tetramethylammonium trifluoromethylselenate with readily available boronic acids, boronic esters, and terminal alkynes has been developed. The method permits direct access to valuable trifluoromethylselenoarenes and alkynes under mild conditions. A convenient one-pot reaction, a scale up procedure as well as an extension to perfluoroalkylselenates are also presented to further demonstrate the synthetic utility of this reaction.
Divergent Reactivity of a Dinuclear (NHC)Nickel(I) Catalyst versus Nickel(0) Enables Chemoselective Trifluoromethylselenolation
Dürr, Alexander B.,Fisher, Henry C.,Kalvet, Indrek,Truong, Khai-Nghi,Schoenebeck, Franziska
supporting information, p. 13431 - 13435 (2017/10/17)
We herein showcase the ability of NHC-coordinated dinuclear NiI–NiI complexes to override fundamental reactivity limits of mononuclear (NHC)Ni0 catalysts in cross-couplings. This is demonstrated with the development of a chemoselective trifluoromethylselenolation of aryl iodides catalyzed by a NiI dimer. A novel SeCF3-bridged NiI dimer was isolated and shown to selectively react with Ar?I bonds. Our computational and experimental reactivity data suggest dinuclear NiI catalysis to be operative. The corresponding Ni0 species, on the other hand, suffers from preferred reaction with the product, ArSeCF3, over productive cross-coupling and is hence inactive.
Copper-catalyzed trifluoromethylselenolation of aryl and alkyl halides: The silver effect in transmetalation
Chen, Chaohuang,Hou, Chuanqi,Wang, Yuguang,Hor, T. S. Andy,Weng, Zhiqiang
supporting information, p. 524 - 527 (2014/04/03)
A catalytic trifluoromethylselenolation of aryl and alkyl halides by a Cu(I) catalyst has been developed. A key intermediate, [(phen)Cu(SeCF3)]2 (5) was successfully isolated and characterized by X-ray diffraction. The important role of silver in the tran