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Abstract:

The 13C chemical shifts of nine 2-X-substituted phenetol derivatives were measured together with the 13C chemical shifts of the corresponding X-monosubstituted benzenes. Using an additivity scheme, the ethoxy cis-and trans-ortho-SCSs (substituent chemical shifts) at C-6 and C-2, respectively, were determined to be shielding effects of 16.5 and 10.9 ppm, respectively, which are close to those determined previously in anisole derivatives. Optimized geometries at the Hartree-Fock level employing a D95** basis set for three different phenetol conformers were obtained and the corresponding chemical shifts of all 13C nuclei were calculated using the same basis set and the CHF-GIAO approach. Results are discussed in terms of different interactions defining different conformations, particularly that between a polar bond and a proximate highly polarizable one.

Registro:

Documento: Artículo
Título:Experimental and theoretical study of the ethoxy group conformational effect on 13c chemical shifts in ortho-substituted phenetols
Autor:De Kowalewski, D.G.; Kowalewski, V.J.; Botek, E.; Contreras, R.H.; Facelli, J.C.
Filiación:Departamento de Física, FCEyN, Universidad de Buenos Aires, Buenos Aires, Argentina
Ctr. for High Performance Computing, University of Utah, Salt Lake City, UT 84112, United States
Palabras clave:13c chemical shifts; 13c nmr; Conformational effects; NMR
Año:1997
Volumen:35
Número:6
Página de inicio:351
Página de fin:356
Título revista:Magnetic Resonance in Chemistry
Título revista abreviado:Magn. Reson. Chem.
ISSN:07491581
CODEN:MRCHE
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07491581_v35_n6_p351_DeKowalewski

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Citas:

---------- APA ----------
De Kowalewski, D.G., Kowalewski, V.J., Botek, E., Contreras, R.H. & Facelli, J.C. (1997) . Experimental and theoretical study of the ethoxy group conformational effect on 13c chemical shifts in ortho-substituted phenetols. Magnetic Resonance in Chemistry, 35(6), 351-356.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07491581_v35_n6_p351_DeKowalewski [ ]
---------- CHICAGO ----------
De Kowalewski, D.G., Kowalewski, V.J., Botek, E., Contreras, R.H., Facelli, J.C. "Experimental and theoretical study of the ethoxy group conformational effect on 13c chemical shifts in ortho-substituted phenetols" . Magnetic Resonance in Chemistry 35, no. 6 (1997) : 351-356.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07491581_v35_n6_p351_DeKowalewski [ ]
---------- MLA ----------
De Kowalewski, D.G., Kowalewski, V.J., Botek, E., Contreras, R.H., Facelli, J.C. "Experimental and theoretical study of the ethoxy group conformational effect on 13c chemical shifts in ortho-substituted phenetols" . Magnetic Resonance in Chemistry, vol. 35, no. 6, 1997, pp. 351-356.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07491581_v35_n6_p351_DeKowalewski [ ]
---------- VANCOUVER ----------
De Kowalewski, D.G., Kowalewski, V.J., Botek, E., Contreras, R.H., Facelli, J.C. Experimental and theoretical study of the ethoxy group conformational effect on 13c chemical shifts in ortho-substituted phenetols. Magn. Reson. Chem. 1997;35(6):351-356.
Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07491581_v35_n6_p351_DeKowalewski [ ]