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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| Main Authors: | , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
December 23, 2025
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| In: |
Journal of the American Chemical Society
Year: 2026, Volume: 148, Issue: 1, Pages: 925-932 |
| ISSN: | 1520-5126 |
| DOI: | 10.1021/jacs.5c16639 |
| Online Access: | 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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| Author Notes: | Christoph Bendel, Manuel Schmitt, Ferdinand Hörstel, Christoph Jöst, Fabian Ebner, and Lutz Greb |
| Summary: | 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. |
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| Item Description: | Gesehen am 04.05.2026 |
| Physical Description: | Online Resource |
| ISSN: | 1520-5126 |
| DOI: | 10.1021/jacs.5c16639 |