A Simple Protocol for the C‐N Cross‐Coupling of Aryl Chlorides with Amines Applying Ni/NHC Catalysisстатья
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Дата последнего поиска статьи во внешних источниках: 15 февраля 2024 г.
Аннотация:An efficient protocol for the C−N cross-coupling of aryl chlorides with (hetero)aryl- and alkyl amines under nickel catalysis has been developed. The main advantage of the protocol is the use of a self-activated Ni/NHC catalytic system generated in situ from readily available bench-stable air-tolerant precursors: NiCl2Py2, IPr ⋅ HCl, and sodium tert-butoxide. A mass spectrometry mechanistic study of the reaction system revealed the dynamics of competitive processes of Ni/NHC active species formation and degradation involving NHC reductive elimination reactions and tert-butoxide base. Optimization of the NiCl2Py2/IPr ⋅ HCl/tBuONa ratio and the reaction temperature allowed efficient catalysis to be achieved. The developed simple protocol represents an alternative for methods relying on the use of air-sensitive and unstable Ni(cod)2 or expensive well-defined Ni/NHC precatalysts.