Abstract:
(Chemical Equation Presented) Traces of magnetizability, traces of magnetic shielding at the hydrogen nuclei, and nucleus-independent chemical shift are not reliable aromaticity quantifiers for planar conjugated hydrocarbons. A measure of aromaticity is provided by the out-of-plane tensor components, whose magnitude is influenced by the π-ring currents. The failure of nucleus-independent chemical shift in this regard was proved for the molecule shown in the abstract graphic, sustaining a diatropic π-current. The validity of the ring-current model is reaffirmed. © 2005 American Chemical Society.
Registro:
Documento: |
Artículo
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Título: | Why downfield proton chemical shifts are not reliable aromaticity indicators |
Autor: | Faglioni, F.; Ligabue, A.; Pelloni, S.; Soncini, A.; Viglione, R.G.; Ferraro, M.B.; Zanasi, R.; Lazzeretti, P. |
Filiación: | Dipartimento di Chimica, Università degli Studi di Modena e Reggio Emilia, via G. Campi 183, 41100 Modena, Italy Dipartimento di Chimica, Università degli Studi di Salerno, via S. Allende, 84081 Baronissi (SA), Italy Departamento de Fisica, Facultad de Ciencias Exactas Y Naturales, Pab. I (1428), Buenos Aires, Argentina
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Año: | 2005
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Volumen: | 7
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Número: | 16
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Página de inicio: | 3457
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Página de fin: | 3460
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DOI: |
http://dx.doi.org/10.1021/ol051103v |
Título revista: | Organic Letters
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Título revista abreviado: | Org. Lett.
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ISSN: | 15237060
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_15237060_v7_n16_p3457_Faglioni |
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Citas:
---------- APA ----------
Faglioni, F., Ligabue, A., Pelloni, S., Soncini, A., Viglione, R.G., Ferraro, M.B., Zanasi, R.,..., Lazzeretti, P.
(2005)
. Why downfield proton chemical shifts are not reliable aromaticity indicators. Organic Letters, 7(16), 3457-3460.
http://dx.doi.org/10.1021/ol051103v---------- CHICAGO ----------
Faglioni, F., Ligabue, A., Pelloni, S., Soncini, A., Viglione, R.G., Ferraro, M.B., et al.
"Why downfield proton chemical shifts are not reliable aromaticity indicators"
. Organic Letters 7, no. 16
(2005) : 3457-3460.
http://dx.doi.org/10.1021/ol051103v---------- MLA ----------
Faglioni, F., Ligabue, A., Pelloni, S., Soncini, A., Viglione, R.G., Ferraro, M.B., et al.
"Why downfield proton chemical shifts are not reliable aromaticity indicators"
. Organic Letters, vol. 7, no. 16, 2005, pp. 3457-3460.
http://dx.doi.org/10.1021/ol051103v---------- VANCOUVER ----------
Faglioni, F., Ligabue, A., Pelloni, S., Soncini, A., Viglione, R.G., Ferraro, M.B., et al. Why downfield proton chemical shifts are not reliable aromaticity indicators. Org. Lett. 2005;7(16):3457-3460.
http://dx.doi.org/10.1021/ol051103v