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Abstract:

1H and 13C nmr spectra of several N- and C-substituted carbazoles (Series 1, 2, 3 and 4) were measured. Correlations between chemical shifts and substituent constants show that these parameters describe properly the substituent effect on the nmr phenomena. Atomic charge densities for carbazoles of Series 1, 2, 3 and 4 were calculated by using the semi empirical PM3 method. These values also show a linear correlation with the 13C chemical shifts. The synthesis of several carbazole derivatives 1a - 1g, 2a - 2g, 3a - 3j and 4a - 4g have been carried out according to literature procedures. The carbazoles 3i, 3j and 4c have been synthesized and fully characterized for the first time.

Registro:

Documento: Artículo
Título:A study of Substituent Effect on 1H and 13C nmr Spectra of N- and C-Substituted Carbazoles
Autor:Bonesi, S.M.; Ponce, M.A.; Erra-Balsells, R.
Filiación:CIHIDECAR-CONICET, Departamento de Quimica Organica, Universidad de Buenos Aires, (1428) Buenos Aires, Argentina
Palabras clave:1 aminocarbazole; 1 benzoylcarbazole; 1 bromocarbazole; 1 chlorocarbazole; 1 iodocarbazole; 1 nitrocarbazole; 2 hydroxycarbazole; 3 (2 oxopropyl)carbazole; 3 (n,n dimethylamino) n ethylcarbazole; 3 acetamido n ethylcarbazole; 3 acetyl 2 hydroxycarbazole; 3 amino n ethylcarbazole; 3 benzenesulfonyl 2 hydroxycarbazole; 3 benzoyl 2 hydroxycarbazole; 3 benzoylcarbazole; 3 bromo 2 hydroxycarbazole; 3 bromocarbazole; 3 chloro 2 hydroxycarbazole; 3 chlorocarbazole; 3 iodocarbazole; 3 nitrocarbazole; carbazole derivative; n acetylcarbazole; n benzoylcarbazole; n benzylcarbazole; n methylcarbazole; n phenylcarbazole; unclassified drug; acetylation; article; carbon nuclear magnetic resonance; chemical structure; photolysis; proton nuclear magnetic resonance; synthesis
Año:2004
Volumen:41
Número:2
Página de inicio:161
Página de fin:171
DOI: http://dx.doi.org/10.1002/jhet.5570410205
Título revista:Journal of Heterocyclic Chemistry
Título revista abreviado:J. Heterocycl. Chem.
ISSN:0022152X
CODEN:JHTCA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v41_n2_p161_Bonesi

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Citas:

---------- APA ----------
Bonesi, S.M., Ponce, M.A. & Erra-Balsells, R. (2004) . A study of Substituent Effect on 1H and 13C nmr Spectra of N- and C-Substituted Carbazoles. Journal of Heterocyclic Chemistry, 41(2), 161-171.
http://dx.doi.org/10.1002/jhet.5570410205
---------- CHICAGO ----------
Bonesi, S.M., Ponce, M.A., Erra-Balsells, R. "A study of Substituent Effect on 1H and 13C nmr Spectra of N- and C-Substituted Carbazoles" . Journal of Heterocyclic Chemistry 41, no. 2 (2004) : 161-171.
http://dx.doi.org/10.1002/jhet.5570410205
---------- MLA ----------
Bonesi, S.M., Ponce, M.A., Erra-Balsells, R. "A study of Substituent Effect on 1H and 13C nmr Spectra of N- and C-Substituted Carbazoles" . Journal of Heterocyclic Chemistry, vol. 41, no. 2, 2004, pp. 161-171.
http://dx.doi.org/10.1002/jhet.5570410205
---------- VANCOUVER ----------
Bonesi, S.M., Ponce, M.A., Erra-Balsells, R. A study of Substituent Effect on 1H and 13C nmr Spectra of N- and C-Substituted Carbazoles. J. Heterocycl. Chem. 2004;41(2):161-171.
http://dx.doi.org/10.1002/jhet.5570410205