Incorporation of ring nitrogens into diphenylamine antioxidants: striking a balance between reactivity and stability |
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Authors: | Hanthorn Jason J Valgimigli Luca Pratt Derek A |
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Affiliation: | Department of Chemistry, Queen's University, Kingston, Ontario, Canada. |
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Abstract: | The incorporation of nitrogen atoms into the aryl rings of conventional diphenylamine antioxidants enables the preparation of readily accessible, air-stable analogues, several of which have temperature-independent radical-trapping activities up to 200-fold greater than those of typical commercial diphenylamines. Amazingly, the nitrogen atoms raise the oxidation potentials of the amines without greatly changing their radical-trapping (H-atom transfer) reactivity. |
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