Journal article

A Long-Lived Azafullerenyl Radical Stabilized by Supramolecular Shielding with a [10]Cycloparaphenylene


Authors listStergiou, A; Rio, J; Griwatz, JH; Arčon, D; Wegner, HA; Ewels, CP; Tagmatarchis, N

Publication year2019

Pages17745-17750

JournalAngewandte Chemie International Edition

Volume number58

Issue number49

ISSN1433-7851

eISSN1521-3773

Open access statusHybrid

DOI Linkhttps://doi.org/10.1002/anie.201909126

PublisherWiley


Abstract
A major handicap towards the exploitation of radicals is their inherent instability. In the paramagnetic azafullerenyl radical C59N., the unpaired electron is strongly localized next to the nitrogen atom, which induces dimerization to diamagnetic bis(azafullerene), (C59N)(2). Conventional stabilization by introducing steric hindrance around the radical is inapplicable here because of the concave fullerene geometry. Instead, we developed an innovative radical shielding approach based on supramolecular complexation, exploiting the protection offered by a [10]cycloparaphenylene ([10]CPP) nanobelt encircling the C59N. radical. Photoinduced radical generation is increased by a factor of 300. The EPR signal showing characteristic N-14 hyperfine splitting of C59N.subset of [10]CPP was traced even after several weeks, which corresponds to a lifetime increase of >10(8). The proposed approach can be generalized by tuning the diameter of the employed nanobelts, opening new avenues for the design and exploitation of radical fullerenes.



Citation Styles

Harvard Citation styleStergiou, A., Rio, J., Griwatz, J., Arčon, D., Wegner, H., Ewels, C., et al. (2019) A Long-Lived Azafullerenyl Radical Stabilized by Supramolecular Shielding with a [10]Cycloparaphenylene, Angewandte Chemie International Edition, 58(49), pp. 17745-17750. https://doi.org/10.1002/anie.201909126

APA Citation styleStergiou, A., Rio, J., Griwatz, J., Arčon, D., Wegner, H., Ewels, C., & Tagmatarchis, N. (2019). A Long-Lived Azafullerenyl Radical Stabilized by Supramolecular Shielding with a [10]Cycloparaphenylene. Angewandte Chemie International Edition. 58(49), 17745-17750. https://doi.org/10.1002/anie.201909126


Last updated on 2025-10-06 at 11:05