Kinetic solvent effects on the reaction of an aromatic ketone p,p* triplet with phenol. Rate-retarding and rate-accelerating effects of hydrogen-bond acceptor solvents

DOI	Trouver le DOI : https://doi.org/10.1021/ja071716y
Auteur	Rechercher : Galian, R.; Rechercher : Litwinienko, G.; Rechercher : Perez-Prieto, J.; Rechercher : Ingold, Keith¹
Affiliation	Conseil national de recherches Canada. Institut Steacie des sciences moléculaires du CNRC
Format	Texte, Article
Résumé	Quenching of the 2-benzoylthiophene π,π* triplet, 3BT, by phenol yields the corresponding ketyl and phenoxyl radicals. Reaction rates were measured in 10 solvents having a range of hydrogen-bond acceptor strengths (β2H values). There appear to be two mechanisms: (i) a bimolecular reaction of 3BT with “free” (i.e., not H-bonded) phenol in which the 3BT* accepts both a proton and an electron from the phenol, the rate decreasing as β2H increases; (ii) a trimolecular reaction of 3BT* with phenol that is H-bonded to a solvent molecule, PhO−H···S, in which the proton goes to the S and the electron to the 3BT*, the rate increasing as β2H increases.
Date de publication	2007
Dans	Journal of the American Chemical Society 129 (2007) : 9280–9281.
Langue	anglais
Publications évaluées par des pairs	Oui
Numéro NPARC	12327313
Exporter la notice	Exporter en format RIS
Signaler une correction	Signaler une correction (s'ouvre dans un nouvel onglet)
Identificateur de l’enregistrement	fec7221d-227a-4768-9250-811521046270
Enregistrement créé	2009-09-10
Enregistrement modifié	2023-04-17

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