A Mesoionic Platform for Persistent Anionic Nitrogen-Centered Radicals.

ABSTRACT: Persistent anionic N-centered radicals are exceptionally rare, as the coexistence of negative charge and unpaired electron density typically promotes protonation, aggregation, and irreversible redox chemistry. Here we introduce mesoionic 1,2,3-triazines as a platform for stabilizing such elusive open-shell anions. These compounds undergo clean and reversible one-electron reduction to generate negatively charged nitrogen-centered radicals, and suitable substitution enables their isolation as crystalline salts. EPR spectroscopy, single-crystal x-ray diffraction, and computational analysis reveal dominant nitrogen spin localization together with reduction-induced structural changes consistent with occupation of a parent triazine antibonding orbital. The resulting anionic radicals display chem

SUBMITTER: Ranolia D 

PROVIDER: S-EPMC13638123 | biostudies-literature | 2026 Aug

REPOSITORIES: biostudies-literature