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Updated: Dec 8, 2025

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Comment on "Persistent Room-Temperature Radicals from Anionic Naphthalimides: Spin Pairing and Supramolecular
1Institut für Organische Chemie, Universität Duisburg-Essen, Universitätsstr. 7, 45117, Essen, Germany.
Abstract:
EPR spectroscopic evidence for intramolecular electron transfer in anionic N-substituted naphthalimides to yield persistent diradical anions and intermolecular electron transfer from a variety of carbanions to 6-bromo-N-phenyl-naphthalimide to yield persistent radical-radical anion pairs was recently claimed in two papers by Zhang et al. In this comment, it is shown that the EPR spectra published in both papers do not agree with the proposed triplet-state species. Rather, the spectra are due to various doublet-state radicals, deriving from minor side reactions. The misinterpretations invalidate the general conclusions of the papers.
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