A Potent Auto-Umpolung Ligand for Conjugative Radical Stabilization

Holthoff JM, Engelage E, Ruff A, Galazzo L, Bordignon E, Huber SM, Weiss R (2022)


Publication Type: Journal article

Publication year: 2022

Journal

DOI: 10.1002/chem.202203149

Abstract

Carbenes with conjugatively connected redox system act as "auto-umpolung" ligands. Due to their electronic flexibility, they should also be particularly suitable to stabilize open-shell species. Herein, the first neutral radical of such sort is described in form of a dialkylamino-substituted bis(dicyanomethylene)cyclopropanide. Despite the absence of steric shielding, the radical is stable for an extended amount of time and was consequently characterized in solution via EPR measurements. These data and accompanying X-ray structural analyses indicate that the radical species is in equilibrium with aggregates (formed via pi-stacking) and dimers (obtained via sigma-bond formation between methylene carbons).

Involved external institutions

How to cite

APA:

Holthoff, J.M., Engelage, E., Ruff, A., Galazzo, L., Bordignon, E., Huber, S.M., & Weiss, R. (2022). A Potent Auto-Umpolung Ligand for Conjugative Radical Stabilization. Chemistry - A European Journal. https://doi.org/10.1002/chem.202203149

MLA:

Holthoff, Jana M., et al. "A Potent Auto-Umpolung Ligand for Conjugative Radical Stabilization." Chemistry - A European Journal (2022).

BibTeX: Download