One-electron oxidation of ferrocenes by short-lived N-oxyl radicals. The role of structural effects on the intrinsic electron transfer reactivities (Articolo in rivista)

Type
Label
  • One-electron oxidation of ferrocenes by short-lived N-oxyl radicals. The role of structural effects on the intrinsic electron transfer reactivities (Articolo in rivista) (literal)
Anno
  • 2011-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1039/c0ob01257b (literal)
Alternative label
  • E. Baciocchi, M. Bietti, C. D'Alfonso, O. Lanzalunga, A. Lapi, M. Salamone (2011)
    One-electron oxidation of ferrocenes by short-lived N-oxyl radicals. The role of structural effects on the intrinsic electron transfer reactivities
    in Organic & biomolecular chemistry; Royal Society of Chemistry, London (Italia)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • E. Baciocchi, M. Bietti, C. D'Alfonso, O. Lanzalunga, A. Lapi, M. Salamone (literal)
Pagina inizio
  • 4085 (literal)
Pagina fine
  • 4090 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url
  • Http://www.rsc.org/ (literal)
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  • 9 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali
  • 6 (literal)
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Dipartimento di Chimica and Istituto CNR di Metodologie Chimiche (IMC-CNR), Sezione Meccanismi di Reazione, c/o Dipartimento di Chimica, Sapienza Universit`a di Roma, piazzale A. Moro,5 I-00185, Rome, Italy. Dipartimento di Scienze e Tecnologie Chimiche, Universit`a \"Tor Vergata\", Via della Ricerca Scientifica, I-00133, Rome, Italy (literal)
Titolo
  • One-electron oxidation of ferrocenes by short-lived N-oxyl radicals. The role of structural effects on the intrinsic electron transfer reactivities (literal)
Abstract
  • A kinetic study of the one electron oxidation of substituted ferrocenes (FcX: X = H, COPh, COMe, CO2Et, CONH2, CH2OH, Et, and Me2) by a series of N-oxyl radicals (succinimide-N-oxyl radical (SINO), maleimide-N-oxyl radical (MINO), 3-quinazolin-4-one-N-oxyl radical (QONO) and 3-benzotriazin-4-one-N-oxyl radical (BONO)), has been carried out in CH3CN. N-oxyl radicals were produced by hydrogen abstraction from the corresponding N-hydroxy derivatives by the cumyloxyl radical. With all systems, the rate constants exhibited a satisfactory fit to the Marcus equation allowing us to determine self-exchange reorganization energy values (lNO?/NO- ) which have been compared with those previously determined for the PINO/PINO- and BTNO/BTNO- couples. Even small modification of the structure of the N-oxyl radicals lead to significant variation of the lNO?/NO- values. The lNO?/NO- values increase in the order BONO < BTNO < QONO < PINO < SINO < MINO which do not parallel the order of the oxidation potentials. The higher lNO?/NO- values found for the MINO and SINO radicals might be in accordance with a lower degree of spin delocalization in the radicals MINO and SINO and charge delocalization in the anions MINO- and SINO- due to the absence of an aromatic ring in their structure. (literal)
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