A meta effect in nonphotochemical processes: the homolytic chemistry of m-methoxyphenol (Articolo in rivista)

Type
Label
  • A meta effect in nonphotochemical processes: the homolytic chemistry of m-methoxyphenol (Articolo in rivista) (literal)
Anno
  • 2008-01-01T00:00:00+01:00 (literal)
Alternative label
  • Foti M. C.; Daquino, C.; DiLabio, G. A.; Ingold, K. U. (2008)
    A meta effect in nonphotochemical processes: the homolytic chemistry of m-methoxyphenol
    in Journal of organic chemistry
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Foti M. C.; Daquino, C.; DiLabio, G. A.; Ingold, K. U. (literal)
Pagina inizio
  • 2408 (literal)
Pagina fine
  • 2411 (literal)
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  • 73 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Istituto di Chimica Biomolecolare del CNR, Via del Santuario 110, I-95028 ValVerde (CT) Italy, National Institute for Nanotechnology, National Research Council of Canada, 11421 Saskatchewan Drive, Edmonton, Alberta, Canada T6G 2M9, and National Research Council of Canada, 100 Sussex Drive, Ottawa, ON, Canada K1A 0R6 (literal)
Titolo
  • A meta effect in nonphotochemical processes: the homolytic chemistry of m-methoxyphenol (literal)
Abstract
  • The m-methoxy group is normally electron-withdrawing (EW), óm ) +0.12, óm + ) +0.05. The strong EW activity of a phenoxyl radical's O¥ atom causes the m-methoxy group to become electron-donating (ED), óm +)-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. (literal)
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