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

Upon irradiation at room temperature, symmetrical diazene precursors enabled the formation of phenoxyl radicals through β-fragmentation reaction in the solid state. This traceless generation of phenoxyl radicals was investigated by ESR. This study showed that although the fragmentation of β-phenoxy...

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Bibliographic Details
Published in:Tetrahedron 2016-12, Vol.72 (48), p.7744-7748
Main Authors: Dol, Cyrielle, Bertrand, Michèle P., Gastaldi, Stéphane, Besson, Eric
Format: Article
Language:English
Subjects:
Chemical Sciences
ESR
Organic chemistry
Phenoxyl radical
β-fragmentation reaction
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Summary:Upon irradiation at room temperature, symmetrical diazene precursors enabled the formation of phenoxyl radicals through β-fragmentation reaction in the solid state. This traceless generation of phenoxyl radicals was investigated by ESR. This study showed that although the fragmentation of β-phenoxy radicals is a slow process in solution, it could be useful in solid state thanks to the absence of faster competitive pathways. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2016.02.010