title: Development of an air-stable nickel precatalyst for the amination of aryl chlorides, sulfamates, mesylates, and triflates.
abstract: A new air-stable nickel precatalyst for C-N cross-coupling is reported. The developed catalyst system displays a greatly improved substrate scope for C-N bond formation to include both a wide range of aryl and heteroaryl electrophiles and aryl, heteroaryl, and alkylamines. The catalyst system is also compatible with a weak base, allowing the amination of substrates containing base-sensitive functional groups.
authors.affiliation: Department of Chemistry, Massachusetts Institute of Technology , 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, United States.
authors.forename: Nathaniel H
authors.initials: NH
authors.lastname: Park
authors.forename: Georgiy
authors.initials: G
authors.lastname: Teverovskiy
authors.forename: Stephen L
authors.initials: SL
authors.lastname: Buchwald
mesh_terms: D000388:Air; D000586:Amination; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D013451:Sulfonic Acids / Q000737:chemistry*
chemical_list: D000588:Amines; D006843:Hydrocarbons, Chlorinated; D008698:Mesylates; D009942:Organometallic Compounds; D013451:Sulfonic Acids; D009532:Nickel; C005741:sulfamic acid; C012077:trifluoromethanesulfonic acid