Mechanistic probes for C–H amination and aziridination from (^ArFL)Cu (4)^a.

Entry	Substrate	Product	Yield and commentary	Entry	Substrate	Product	Yield and commentary
1b			>99% 2° amination, no 3° amination	4d			55(2)% no ring-opening
2c			85(2)% aziridination, no amination	5e,f			85(1)% detection of only single diastereomer
3b			60(3)% enthalpy control 1.0(2°): 6.2(1°)	6g			65(2)% sensitivity to H/D KIE 4.4(2)

^aYields determined by ¹⁹F NMR integration relative to fluorobenzene internal standard over a 16 h time frame from triplicate measurements in C₆D₆.

^bNeat substrate.

^c5 equiv. substrate.

^d30 equiv. substrate.

^e10 equiv. substrate.

^fAlternative diastereomer not observed by ¹H NMR spectroscopy.

^g48 equiv. substrate. See ESI for reaction details.