title: Tunable, chemoselective amination via silver catalysis.
abstract: Organic N-containing compounds, including amines, are essential components of many biologically and pharmaceutically important molecules. One strategy for introducing nitrogen into substrates with multiple reactive bonds is to insert a monovalent N fragment (nitrene or nitrenoid) into a C-H bond or add it directly to a C═C bond. However, it has been challenging to develop well-defined catalysts capable of promoting predictable and chemoselective aminations solely through reagent control. Herein, we report remarkable chemoselective aminations that employ a single metal (Ag) and a single ligand (phenanthroline) to promote either aziridination or C-H insertion by manipulating the coordination geometry of the active catalysts.
authors.affiliation: Department of Chemistry, University of Wisconsin , Madison, Wisconsin 53706, United States.
authors.forename: Jared W
authors.initials: JW
authors.lastname: Rigoli
authors.forename: Cale D
authors.initials: CD
authors.lastname: Weatherly
authors.forename: Juliet M
authors.initials: JM
authors.lastname: Alderson
authors.forename: Brian T
authors.initials: BT
authors.lastname: Vo
authors.forename: Jennifer M
authors.initials: JM
authors.lastname: Schomaker
mesh_terms: D000586:Amination; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D012834:Silver / Q000737:chemistry*
chemical_list: D000588:Amines; D009942:Organometallic Compounds; D012834:Silver