Solid state generation of phenoxyl radicals through beta-fragmentation from specifically designed diazenes. An ESR investigation

Cyrielle Dol (1) , Michèle P. Bertrand (1) , Stéphane Gastaldi (1) , Eric Besson (1)

1 ICR - Institut de Chimie Radicalaire

Upon irradiation at room temperature, symmetrical diazene precursors enabled the formation of phenoxyl radicals through beta-fragmentation reaction in the solid state. This traceless generation of phenoxyl radicals was investigated by ESR. This study showed that although the fragmentation of beta-phenoxy radicals is a slow process in solution, it could be useful in solid state thanks to the absence of faster competitive pathways. (C) 2016 Elsevier Ltd. All rights reserved.

Mots clés: aryloxy-radicals; batteries; beta-fragmentation reaction; chemistry; electron-spin-resonance; esr; hindered phenols; mechanism; oxidation; Phenoxyl radical; rate constants; solvent; spectra

Domaines: Chimie

Cyrielle Dol, Michèle P. Bertrand, Stéphane Gastaldi, Eric Besson. Solid state generation of phenoxyl radicals through beta-fragmentation from specifically designed diazenes. An ESR investigation. Tetrahedron, 2016, 72 (48), pp.7744--7748. ⟨10.1016/j.tet.2016.02.010⟩. ⟨hal-01460669⟩