title: Highly Efficient C-SeCF3 Coupling of Aryl Iodides Enabled by an Air-Stable Dinuclear Pd(I) Catalyst.
abstract: Building on our recent disclosure of catalysis at dinuclear Pd(I) sites, we herein report the application of this concept to the realization of the first catalytic method to convert aryl iodides into the corresponding ArSeCF3 compounds. Highly efficient C-SeCF3 coupling of a range of aryl iodides was achieved, enabled by an air-, moisture-, and thermally stable dinuclear Pd(I) catalyst. The novel SeCF3 -bridged dinuclear Pd(I) complex 3 was isolated, studied for its catalytic competence and shown to be recoverable. Experimental and computational data are presented in support of dinuclear Pd(I) catalysis.
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany) http://www.schoenebeck.oc.rwth-aachen.de/|ETH Zürich, Laboratory for Organic Chemistry, Vladimir-Prelog-Weg 3, 8093 Zürich (Switzerland).
authors.forename: Marialuisa
authors.initials: M
authors.lastname: Aufiero
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany) http://www.schoenebeck.oc.rwth-aachen.de/
authors.forename: Theresa
authors.initials: T
authors.lastname: Sperger
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany) http://www.schoenebeck.oc.rwth-aachen.de/
authors.forename: Althea S-K
authors.initials: AS
authors.lastname: Tsang
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany) http://www.schoenebeck.oc.rwth-aachen.de/. franziska.schoenebeck@rwth-aachen.de.
authors.forename: Franziska
authors.initials: F
authors.lastname: Schoenebeck
mesh_terms: D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D012643:Selenium / Q000737:chemistry*
chemical_list: D006847:Hydrocarbons, Iodinated; D009942:Organometallic Compounds; D010165:Palladium; D002244:Carbon; D012643:Selenium
keywords: DFT calculations; cross coupling; dinuclear catalysis; fluorine chemistry; synthetic methods