메뉴 건너뛰기




Volumn 106, Issue 42, 2002, Pages 9767-9775

Charge-site effects on the radical reactivity of distonic ions

Author keywords

[No Author keywords available]

Indexed keywords

CHARGE SITE EFFECTS; DISTONIC IONS; ELECTRON RICH REAGENTS; ION MOLECULE SOLVATION EFFECTS; NUCLEOPHILIC RADICAL; RADICAL REACTIVITY; TRANSITION STATE ENERGY;

EID: 0037168330     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp025521i     Document Type: Article
Times cited : (35)

References (56)
  • 13
    • 0011888315 scopus 로고    scopus 로고
    • note
    • The symmetry of both ions places their centers of charge along the central axis of the ions. The center of charge of 1 is estimated to lie ∼0.2 Δ above the pyridinium nitrogen (still in the plane of the ring) due to delocalization of the charge within the pyridinium ring. The center of charge of 2 is estimated to lie directly between the carboxylate oxygens, ∼0.7 Δ above the carboxylate carbon.
  • 22
    • 0004300088 scopus 로고    scopus 로고
    • Negative ion energetics data
    • Eds. W. G. Mallard and P. J. Linstrom, February; National Institute of Standards and Technology, Gaithersburg MD, 20899
    • J. E. Bartmess, Negative Ion Energetics Data In NIST Chemistry WebBook, NIST Standard Reference Database Number 69, Eds. W. G. Mallard and P. J. Linstrom, February 2000, National Institute of Standards and Technology, Gaithersburg MD, 20899 (http://webbook.nist.gov).
    • (2000) NIST Chemistry WebBook, NIST Standard Reference Database Number 69
    • Bartmess, J.E.1
  • 39
    • 0011901333 scopus 로고    scopus 로고
    • note
    • Vertical values calculated at the B3LYP/6-31+G(d) level of theory. These vertical values are shown to be more applicable than adiabatic values to the estimation of polar effects.
  • 46
    • 0011909463 scopus 로고    scopus 로고
    • note
    • Note that this IE of the phenyl radical moiety does not correspond to removal of an electron from the HOMO of the 3-dehydrobenzoate anion to form a biradical rather than the desired zwitterionic neutralized form. Instead, the 6.0 eV IE reflects the removal of an electron from the lower energy orbital that most closely corresponds to the SOMO of the phenyl radical.
  • 47
    • 0011821403 scopus 로고    scopus 로고
    • note
    • Note that this negative EA value corresponds to an ion that is unbound with respect to spontaneous electron detachment. For the purposes of polar effects, it merely serves to indicate and extreme disinclination by 2 for any electrophilic radical reactivity.
  • 53
    • 0003363436 scopus 로고    scopus 로고
    • Ionization energy evaluation in the NIST chemistry WebBook
    • Eds. Mallard, W. G. and Linstrom, P. J. March; National Institued of Standards and Technology, Gaithersburg, MD 20899
    • Lias, S. G. Ionization Energy Evaluation in the NIST Chemistry WebBook. NIST Standard Reference Database Number 69, Eds. Mallard, W. G. and Linstrom, P. J. March 1998, National Institued of Standards and Technology, Gaithersburg, MD 20899 (http://webbook.nist.gov).
    • (1998) NIST Standard Reference Database Number 69
    • Lias, S.G.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.