Abstract

Complexes [Cu(NPh(2))(2)](-), [Cu(NPh(2))I](-) and K[Cu(phen)(NPh(2)) (p-tolyl)](+) were observed by in situ electrospray ionization mass spectrometry (ESI-MS) analysis of the copper(I)-catalyzed C-N coupling reaction under the catalytic reaction condition indicating that they are intermediates in the reaction. A catalytic cycle composed of a free radical path and a 2e oxidative addition path is proposed based on these observations.

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