title: Condensed-phase, halogen-bonded CF3I and C2F5I adducts for perfluoroalkylation reactions.
abstract: A family of practical, liquid trifluoromethylation and pentafluoroethylation reagents is described. We show how halogen bonding can be used to obtain easily handled liquid reagents from gaseous CF3I and CF3CF2I. The synthetic utility of the new reagents is exemplified by a novel direct arene trifluoromethylation reaction as well as adaptations of other perfluoroalkylation reactions.
authors: Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford St., Cambridge, MA 02138 (USA) http://rittergroup.org.
authors: Filippo
authors: F
authors: Sladojevich
authors: Eric
authors: E
authors: McNeill
authors: Jonas
authors: J
authors: Börgel
authors: Shao-Liang
authors: SL
authors: Zheng
authors: Tobias
authors: T
authors: Ritter
mesh_terms: D000475:Alkenes; D002384:Catalysis; D005740:Gases / Q000737:chemistry; D006219:Halogens / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D008745:Methylation; D010084:Oxidation-Reduction; D055672:Static Electricity
chemical_list: D000475:Alkenes; D005740:Gases; D006219:Halogens; D006845:Hydrocarbons, Fluorinated; D006846:Hydrocarbons, Halogenated; C105057:trifluoroiodomethane
keywords: CH functionalization; arenes; halogen bonding; pentafluoroethylation; trifluoromethylation