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Abstract:

2‐Fluorobenzamide and its N‐methyl derivative show spin‐spin couplings between the aromatic fluorine and the nitrogen and carbon of the amide group, which are absent in the corresponding N,N‐dimethylamide. The N‐methyl compound, in which there is a hydrogen bond between the fluorine and the amide hydrogen, also shows fluorine couplings to the nuclei of the methyl group, and these are diminished for solutions of the amide in polar solvents. Such couplings are absent in the N,N‐dimethylamide, which does, however, show fluorine couplings to the proximate methyl group. Calculations at the INDO level employing the IPPP method give reasonable agreement with the magnitudes of the observed 4J(F,N) values in the N‐methylamide and show that the Fermi contact contributions are dominant and that the spin information is transmitted mainly through the hydrogen bond. Copyright © 1993 John Wiley & Sons, Ltd.

Registro:

Documento: Artículo
Título:Analysis of long‐range through‐space couplings via an intramolecular hydrogen bond
Autor:Rae, I.D.; Weigold, J.A.; Contreras, R.H.; Biekofsky, R.R.
Filiación:Department of Chemistry, Monash University, Clayton, Victoria, 3168, Australia
Departmentos de Fisica Y Quimica Organica, Facultad de Ciencias Exactas Y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pab. 1, Buenos Aires, 1428, Argentina
Palabras clave:IPPP–INDO calculations; Long‐range coupling; Through‐space coupling
Año:1993
Volumen:31
Número:9
Página de inicio:836
Página de fin:840
DOI: http://dx.doi.org/10.1002/mrc.1260310909
Título revista:Magnetic Resonance in Chemistry
Título revista abreviado:Magn. Reson. Chem.
ISSN:07491581
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07491581_v31_n9_p836_Rae

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Citas:

---------- APA ----------
Rae, I.D., Weigold, J.A., Contreras, R.H. & Biekofsky, R.R. (1993) . Analysis of long‐range through‐space couplings via an intramolecular hydrogen bond. Magnetic Resonance in Chemistry, 31(9), 836-840.
http://dx.doi.org/10.1002/mrc.1260310909
---------- CHICAGO ----------
Rae, I.D., Weigold, J.A., Contreras, R.H., Biekofsky, R.R. "Analysis of long‐range through‐space couplings via an intramolecular hydrogen bond" . Magnetic Resonance in Chemistry 31, no. 9 (1993) : 836-840.
http://dx.doi.org/10.1002/mrc.1260310909
---------- MLA ----------
Rae, I.D., Weigold, J.A., Contreras, R.H., Biekofsky, R.R. "Analysis of long‐range through‐space couplings via an intramolecular hydrogen bond" . Magnetic Resonance in Chemistry, vol. 31, no. 9, 1993, pp. 836-840.
http://dx.doi.org/10.1002/mrc.1260310909
---------- VANCOUVER ----------
Rae, I.D., Weigold, J.A., Contreras, R.H., Biekofsky, R.R. Analysis of long‐range through‐space couplings via an intramolecular hydrogen bond. Magn. Reson. Chem. 1993;31(9):836-840.
http://dx.doi.org/10.1002/mrc.1260310909