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Volumn 75, Issue 7, 2010, Pages 2281-2288

Obtaining relative induced ring currents quantitatively from NICS

Author keywords

[No Author keywords available]

Indexed keywords

CONJUGATED SYSTEMS; NUCLEUS-INDEPENDENT CHEMICAL SHIFTS; QUANTITATIVE MEASURES; RELATIVE INTENSITY; RING CURRENTS;

EID: 77950315167     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo1000753     Document Type: Article
Times cited : (140)

References (43)
  • 3
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    • and references cited therein
    • (c) Kleinpeter, E.; Klod, S.; Koch, A. THEOCHEM 2007, 811, 45-60. and references cited therein
    • (2007) THEOCHEM , vol.811 , pp. 45-60
    • Kleinpeter, E.1    Klod, S.2    Koch, A.3
  • 10
    • 33645313206 scopus 로고    scopus 로고
    • See, for example: (a) Stanger, A. Chem.-Eur. J. 2006, 12, 2745-2751.
    • (2006) Chem.-Eur. J. , vol.12 , pp. 2745-2751
    • Stanger, A.1
  • 13
    • 0001641084 scopus 로고    scopus 로고
    • A similar method was introduced by Cossio and his collaborators. See: (a)
    • A similar method was introduced by Cossio and his collaborators. See: (a) Moreo, I.; Lecea, B.; Cossio, F. P. J. Org. Chem, 1997, 62, 7033-7036.
    • (1997) J. Org. Chem , vol.62 , pp. 7033-7036
    • Moreo, I.1    Lecea, B.2    Cossio, F.P.3
  • 15
    • 0035353538 scopus 로고    scopus 로고
    • It has been shown the σ electrons have both dia- and paratropic contributions, however, not necessarily in equal amounts. See
    • It has been shown the σ electrons have both dia- and paratropic contributions, however, not necessarily in equal amounts. See: Gomes, J. A. N. F.; Maillon, R. B. Chem. Rev. 2001, 101, 1349-1383.
    • (2001) Chem. Rev. , vol.101 , pp. 1349-1383
    • Gomes, J.A.N.F.1    Maillon, R.B.2
  • 23
    • 34548544953 scopus 로고    scopus 로고
    • Never-the-less, this method has shown successes (see ref Ia and Id) and agreement with current density analyses. For example, see the study of cyclopropane; for current density see
    • Never-the-less, this method has shown successes (see ref Ia and Id) and agreement with current density analyses. For example, see the study of cyclopropane; for current density see: Pelloni, S.; Lazzeretti, P.; Zanasi, R. J. Phys. Chem. A. 2007. 111, 8163-8169.
    • (2007) J. Phys. Chem. A. , vol.111 , pp. 8163-8169
    • Pelloni, S.1    Lazzeretti, P.2    Zanasi, R.3
  • 26
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    • See, for example: (a)
    • See, for example: (a) Herndon, W. C. J. Am. Chem. Soc 1973, 95, 2404-2406.
    • (1973) J. Am. Chem. Soc , vol.95 , pp. 2404-2406
    • Herndon, W.C.1
  • 32
    • 77950317331 scopus 로고    scopus 로고
    • Also, these large ring currents are not consistent with common knowledge, for example, NMR chemical shifts and REPE.
    • Also, these large ring currents are not consistent with common knowledge, for example, NMR chemical shifts and REPE.
  • 43
    • 77950332501 scopus 로고    scopus 로고
    • One of the ways to rationalize this is the existence of quinoid canonic structures which do not have ring currents.
    • One of the ways to rationalize this is the existence of quinoid canonic structures which do not have ring currents.


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