An Aluminum-stabilized aminonitrene

Aminonitrenes (1,1-diazenes) are central intermediates in nitrogen chemistry and organic synthesis. However, their high reactivity has limited investigations to transient observations, with only a few transition metal-stabilized variants reported to date. Here we report the first isolable main group...

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Hauptverfasser: Bendel, Christoph (Verfasst von) , Schmitt, Manuel (Verfasst von) , Hörstel, Ferdinand (Verfasst von) , Jöst, Christoph (Verfasst von) , Ebner, Fabian (Verfasst von) , Greb, Lutz (Verfasst von)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: December 23, 2025
In: Journal of the American Chemical Society
Year: 2026, Jahrgang: 148, Heft: 1, Pages: 925-932
ISSN:1520-5126
DOI:10.1021/jacs.5c16639
Online-Zugang:Verlag, kostenfrei, Volltext: https://doi.org/10.1021/jacs.5c16639
Verlag, kostenfrei, Volltext: https://pubs.acs.org/doi/10.1021/jacs.5c16639
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Verfasserangaben:Christoph Bendel, Manuel Schmitt, Ferdinand Hörstel, Christoph Jöst, Fabian Ebner, and Lutz Greb
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Zusammenfassung:Aminonitrenes (1,1-diazenes) are central intermediates in nitrogen chemistry and organic synthesis. However, their high reactivity has limited investigations to transient observations, with only a few transition metal-stabilized variants reported to date. Here we report the first isolable main group metal-stabilized aminonitrene, enabled by a novel NNN ligand scaffold. Steric shielding and weak dative interactions between the terminal nitrogen and two aluminum centers allow room-temperature isolation. Optical spectroscopy and quantum-chemical analysis elucidate the electronic structure of this deep blue chromophore, confirming its singlet ground state. In-crystallo photolysis of the azide precursor uncovers an unprecedented pathway involving the formation of N−N bonds to a highly distorted hydrazido intermediate. The findings exemplify an unconventional formation and taming strategy for reactive intermediates through ligand noninnocence and Lewis acid cooperation, opening new avenues for reactive nitrogen chemistry.
Beschreibung:Gesehen am 04.05.2026
Beschreibung:Online Resource
ISSN:1520-5126
DOI:10.1021/jacs.5c16639