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September 27, 2025ChemistryEurope3 citationsOpen Access

Aziridination of Olefins by a Copper Phenanthroline Catalyst

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OKOnnicha KhaikateKSKathrin StrunkCCChiara Cabrele

Key Points

  • The aziridination process shows high efficiency using a copper phenanthroline catalyst in the dark.
  • Aziridinations were performed at room temperature with a low catalyst loading of only 1 mol%, completing reactions in as little as 10 minutes.
  • The copper complex serves a dual purpose as both an aziridination and photoredox catalyst, enhancing synthetic potential.
  • This method allows for functionalization of aziridines into amines using visible light, facilitating the creation of complex scaffolds.

Abstract

The direct aziridination of alkenes using iminoiodinanes as nitrogen source is successfully achieved by applying the copper(I) complex Cu(dmp) 2 Cl (dmp = 2,9‐dimethyl‐1,10‐phenanthroline), being an established photocatalyst. The copper complex exhibits high activity in the dark for aziridination, complementing recently reported photoredox‐catalyzed aziridinations with Ru(bpy) 3 Cl 2 , which enables the transformation to occur at room temperature with low catalyst loading (1 mol%) and short reaction times (down to 10 min). Notably, the aziridine derived from α‐methyl styrene undergoes visible‐light‐driven, copper‐catalyzed atom transfer radical addition to yield functionalized amines, highlighting the dual role of Cu(dmp) 2 Cl as both aziridination and photoredox catalyst for streamlined synthesis to complex nitrogen‐containing scaffolds.

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Cite This Study

Khaikate et al. (2025) studied this question.

synapsesocial.com/papers/68d7be70eebfec0fc52383dahttps://doi.org/10.1002/ceur.202500218
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