Active trifluoromethylating agents from well-defined Copper(I)-CF3 complexes.
The first examples of isolable and structurally characterized Cu(I)-CF3 complexes are reported. N-Heterocyclic carbene (NHC)-supported copper tert-butoxide complexes reacted with Me3Si-CF3 to afford new (NHC)Cu-CF3 complexes whose structures were dependent on whether or not the C4-C5 positions of the five-membered NHC rings were saturated. In situ generated (SIiPr)Cu-CF3 cleanly transferred its trifluoromethyl group to a number of organic halides under mild conditions.
Department of Chemistry, University of Hawaii, 2545 McCarthy Mall, Honolulu, Hawaii 96822, USA.
Galyna G
GG
Dubinina
Hideki
H
Furutachi
David A
DA
Vicic
D017438:Bisphenol A-Glycidyl Methacrylate / Q000737:chemistry; D003300:Copper / Q000737:chemistry*; D005466:Fluorocarbons / Q000138:chemical synthesis / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry; D008745:Methylation; D010696:Phloroglucinol / Q000031:analogs & derivatives* / Q000737:chemistry; D011166:Porphyrins / Q000737:chemistry*
C467708:5-(4-N-(N-2',6'-dinitro-4'-trifluoromethylphenyl)aminophenyl)-10,15,20-tris(2,4,6-trimethoxyphenyl)porphyrin; D005466:Fluorocarbons; D006571:Heterocyclic Compounds; D011166:Porphyrins; D017438:Bisphenol A-Glycidyl Methacrylate; D003300:Copper; C033930:Silar (3M); D010696:Phloroglucinol