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Volumn 7, Issue 7, 2001, Pages 1408-1416

Structural effects on the OH--promoted fragmentation of methoxy-substituted 1-arylalkanol radical cations in aqueous solution: The role of oxygen acidity

Author keywords

Acidity; Alcohols; Electron transfer; Pulse radiolysis; Radical ions

Indexed keywords

ACIDITY; CHARGE TRANSFER; DEUTERIUM; ETHERS; FREE RADICALS; POSITIVE IONS; RADIOLYSIS; REACTION KINETICS; WATER;

EID: 0035312618     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3765(20010401)7:7<1408::AID-CHEM1408>3.0.CO;2-M     Document Type: Article
Times cited : (14)

References (40)
  • 15
    • 0005411028 scopus 로고    scopus 로고
    • note
    • .+.
  • 17
    • 0005421697 scopus 로고    scopus 로고
    • note
    • a value for OH dissociation in the radical cation should be similar to or lower than that of water.
  • 19
    • 0005458618 scopus 로고    scopus 로고
    • note
    • Recently, in a very detailed study, a two step mechanism for the 1,2-H atom shift has been proposed. See ref. [18].
  • 21
    • 0005446561 scopus 로고    scopus 로고
    • note
    • -; this would lead to a reaction that was second order with respect to base; this has not been observed.
  • 22
    • 0005410823 scopus 로고    scopus 로고
    • note
    • D2O value of 1.5 has been observed for the 1,2-H shift in the benzyloxyl radical. See ref. [18].
  • 24
    • 0005467673 scopus 로고    scopus 로고
    • note
    • The reduction potential of the 1,4-dimethoxybenzene radical cation in aqueous solution (1.30 V/NHE) is 0.14 V lower than that of 1,2-dimethoxybenzene radical cation. See ref. [14].
  • 25
    • 0005410593 scopus 로고    scopus 로고
    • note
    • The possibility that the 2-MeO group exerts some stereoelectronic effect by interfering with the required colinearity of the various orbitals involved in the intramolecular electron transfer should also be considered. We thank one of the referees for this suggestion.
  • 26
    • 0005503397 scopus 로고    scopus 로고
    • note
    • This is based on the reduction potential of the 1,2,4-trimethoxybenzene radical cation, measured by cyclic voltammetry in aqueous solution (1.14 V/NHE). See ref. [7].
  • 36
    • 33847589954 scopus 로고    scopus 로고
    • unpublished results
    • 8 at 80°C both at pH 4.0 and at pH 10.0. Such an isomerization certainly involves a sequence of ring-closing/ring-opening reactions. E. Baciocchi, M. F. Gerini, unpublished results.
    • Baciocchi, E.1    Gerini, M.F.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.