Téléchargement | - Voir la version finale : A meta effect in nonphotochemical processes: the homolytic chemistry of m-methoxyphenol (PDF, 242 Kio)
- Voir les données supplémentaires : A meta effect in nonphotochemical processes: the homolytic chemistry of m-methoxyphenol (PDF, 122 Kio)
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DOI | Trouver le DOI : https://doi.org/10.1021/jo702520r |
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Auteur | Rechercher : Foti, M. C.; Rechercher : Daquino, C.; Rechercher : DiLabio, G. A.1; Rechercher : Ingold, K. U.2 |
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Affiliation du nom | - Conseil national de recherches du Canada. Institut national de nanotechnologie
- Conseil national de recherches du Canada. Institut Steacie des sciences moléculaires du CNRC
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Format | Texte, Article |
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Sujet | electron-donating (ED); electron-withdrawing (EW); homolytic chemistry; m-methoxy group; excited states; free radicals; photoexcitation; phenols; 3 methoxyphenol; mequinol; phenol derivative; unclassified drug; chemistry; hydrogen bond; anisoles; photochemistry; thermodynamics |
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Résumé | (Chemical Equation Presented) The m-methoxy group is normally electron-withdrawing (EW), σm = +0.12, σm+ = +0.05. The strong EW activity of a phenoxyl radical's O • atom causes the m-methoxy group to become electron-donating (ED), σm+ = -0.14. In valence bond terms, this can be ascribed to the nonclassical resonance structures 1c-e. Although it has long been known that m-methoxy is ED in photoexcited states, it has now been found to be ED for homolytic O-H bond breaking in ground-state 3-methoxyphenol. © 2008 American Chemical Society. |
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Date de publication | 2008-02-23 |
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Maison d’édition | American Chemical Society |
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Dans | |
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Note | Correction published in volume 73, issue 18, page 7440, July 29th 2008. DOI: 10.1021/jo8014374 |
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Langue | anglais |
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Publications évaluées par des pairs | Oui |
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Numéro NPARC | 21276541 |
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Exporter la notice | Exporter en format RIS |
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Signaler une correction | Signaler une correction (s'ouvre dans un nouvel onglet) |
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Identificateur de l’enregistrement | 15bede1d-4240-4da5-a6aa-f8fcdc77063e |
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Enregistrement créé | 2015-10-13 |
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Enregistrement modifié | 2020-05-15 |
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