N-centered, yet persistent: isolation of N <sub>2</sub> O-based radicals through FLP-type stabilization
The electrochemical one-electron reduction of IDipp·N<sub>2</sub>O (IDipp = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) is inherently irreversible, highlighting the short-lived nature of the corresponding radical anion. However, stabilization by Lewis acidic boranes enables electrochemically reversible behavior, unlocking access to persistent radical species. These radicals are synthesized <i>via</i> chemical reduction and fully characterized, revealing a highly N-centered nature alongside remarkable persistence at room temperature under an inert atmosphere. A comprehensive investigation of their electronic structure is presented, integrating electron paramagnetic resonance techniques (both continuous-wave and pulsed) with theoretical analysis to provide deeper insight into their properties.
Authors
- Nicolas Queyriaux (ORCID: https://orcid.org/0000-0002-8525-280X)
- Julien A. Panetier (ORCID: https://orcid.org/0000-0003-4905-8396)
- Laure Vendier (ORCID: https://orcid.org/0000-0002-7111-9258)
- Vincent Maurel (ORCID: https://orcid.org/0000-0002-0855-6412)
- Vincent César (ORCID: https://orcid.org/0000-0002-6203-6434)
- Andrea Orellana Ben Amor (ORCID: https://orcid.org/0009-0007-1586-2235)
Institutions
- Binghamton University (US)
- Centre National de la Recherche Scientifique (FR)
- Université Fédérale de Toulouse Midi-Pyrénées (FR)
- Commissariat à l'Énergie Atomique et aux Énergies Alternatives (FR)
- CEA Grenoble (FR)
- Laboratoire de Chimie de Coordination (FR)
- Université Grenoble Alpes (FR)
Publication Details
- Journal
- Chemical Science
- Published
- 2025-11-27
- DOI
- https://doi.org/10.1039/d5sc08152a
- Citations
- 1
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Science Foundation
- Agence Nationale de la Recherche
- Centre National de la Recherche Scientifique
- Division of Chemistry