Aziridination of Olefins by a Copper Phenanthroline Catalyst

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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Publication Details

Journal
ChemistryEurope
Published
2025-09-25
DOI
https://doi.org/10.1002/ceur.202500218
Citations
2
Primary Topic
Synthesis and Catalytic Reactions
Type
article
Field-Weighted Citation Impact
1.87

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article

Aziridination of Olefins by a Copper Phenanthroline Catalyst

Oliver Reiser, Chutima Kuhakarn, Onnicha Khaikate, Chiara Cabrele et al.
2 citations
ChemistryEurope
Synthesis and Catalytic Reactions
1.87
article

Aziridination of Olefins by a Copper Phenanthroline Catalyst

Oliver Reiser, Chutima Kuhakarn, Onnicha Khaikate, Chiara Cabrele, Kathrin Strunk, Nattawut Hassa
article en
2 citations

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.

ChemistryEuropeVol. 3(6)
Mahidol University (TH), University of Regensburg (DE)
Deutsche Forschungsgemeinschaft, Mahidol University, Center of Excellence for Innovation in Chemistry
Openalex Percentile: Top 13%
Synthesis and Catalytic Reactions
1.87
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