title: Net oxidative addition of C(sp3)-F bonds to iridium via initial C-H bond activation.
abstract: Carbon-fluorine bonds are the strongest known single bonds to carbon and as a consequence can prove very hard to cleave. Alhough vinyl and aryl C-F bonds can undergo oxidative addition to transition metal complexes, this reaction has appeared inoperable with aliphatic substrates. We report the addition of C(sp(3))-F bonds (including alkyl-F) to an iridium center via the initial, reversible cleavage of a C-H bond. These results suggest a distinct strategy for the development of catalysts and promoters to make and break C-F bonds, which are of strong interest in the context of both pharmaceutical and environmental chemistry.
authors.affiliation: Department of Chemistry and Chemical Biology, Rutgers, State University of New Jersey, New Brunswick, NJ 08903, USA.
authors.forename: Jongwook
authors.initials: J
authors.lastname: Choi
authors.forename: David Y
authors.initials: DY
authors.lastname: Wang
authors.forename: Sabuj
authors.initials: S
authors.lastname: Kundu
authors.forename: Yuriy
authors.initials: Y
authors.lastname: Choliy
authors.forename: Thomas J
authors.initials: TJ
authors.lastname: Emge
authors.forename: Karsten
authors.initials: K
authors.lastname: Krogh-Jespersen
authors.forename: Alan S
authors.initials: AS
authors.lastname: Goldman
mesh_terms: D002244:Carbon / Q000737:chemistry*; D055598:Chemical Phenomena; D056831:Coordination Complexes / Q000737:chemistry; D003460:Crystallization; D018360:Crystallography, X-Ray; D005459:Fluorides / Q000737:chemistry; D005461:Fluorine / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry*; D007495:Iridium / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013816:Thermodynamics
chemical_list: D056831:Coordination Complexes; D006845:Hydrocarbons, Fluorinated; D005461:Fluorine; D007495:Iridium; C029999:fluoromethane; D002244:Carbon; D006859:Hydrogen; D005459:Fluorides