title: A practical, fast, and high-yielding aziridination procedure using simple Cu(II) complexes containing N-donor pyridine-based ligands.
abstract: Four-coordinate dichlorocopper(II) complexes derived from di(2-pyridyl)methanes or pyridine itself exhibit high catalytic activity in aziridination of regular olefins with PhINTs in weakly coordinating chloroform in the presence of 1-2 equiv of NaBArF4 (BArF4- = tetra[3,5-di(trifluoromethyl)phenyl]borate). High yields of aziridines exceeding 90% can be obtained with a 1:1 olefin/PhINTs ratio and 1-5 mol % catalyst loading for such reactive olefins as styrene, tri- and tetramethylethylene. For cis-cyclooctene, indene, methyl acrylate, methyl methacrylate, vinyl methyl ketone, tert-butylethylene, and neopentylethylene, as well as for 1-hexene and cyclopentene, yields of corresponding aziridines vary from 44% to 83%. The catalytic activity and efficiency of the reported copper complexes decrease moderately in the absence of NaBArF4.
authors.affiliation: Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA.
authors.forename: Fabian
authors.initials: F
authors.lastname: Mohr
authors.forename: Seth A
authors.initials: SA
authors.lastname: Binfield
authors.forename: James C
authors.initials: JC
authors.lastname: Fettinger
authors.forename: Andrei N
authors.initials: AN
authors.lastname: Vedernikov