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Abstract:

The known lone pair orientation effect of an α-nitrogen atom on 1J(C,C) couplings was studied using the natural J coupling (NJC) dissection method for the Fermi contact (FC) term. This dissection was performed at the DFT-B3LYP level using three different basis sets. It was verified that non-contact contributions, which are much smaller than the FC term, do not depend on the orientation of the N lone pair. Acetone oxime (1), protonated acetone oxime (2) and ethylamine (3), were taken as model compounds to perform this study. In 1 the difference between 1J(Z) and 1J(E) is mainly determined by three NJC terms, i.e the nitrogen lone pair, the carbon-carbon bond containing the coupled carbon atoms and the carbon inner core orbitals contributions. In 3 the angular dependence of 1J(C,C) vs the amine group conformation is dominated by the same three contributions that define the 1J(Z) and 1J(E) difference in 1. Copyright © 2001 John Wiley & Sons, Ltd.

Registro:

Documento: Artículo
Título:Natural J coupling (NJC) analysis of the electron lone pair effect on NMR couplings: Part 1. the lone pair orientation effect of an α-nitrogen atom on1J(C,C) couplings
Autor:Barone, V.; Peralta, J.E.; Contreras, R.H.; Sosnin, A.V.; Krivdin, L.B.
Filiación:Departmento de Física, FCEyN, Universidad de Buenos Aires, 1428 Buenos Aires, Argentina
Technical Academy of Angarsk, Department of Chemistry, Chaikovsky Ave. 60, Angarsk 665835, Russian Federation
Palabras clave:Bond contributions; Indirect spin-spin couplings; Lone-pair effect; Natural j couplings; Nbo interactions; NMR
Año:2001
Volumen:39
Número:10
Página de inicio:600
Página de fin:606
DOI: http://dx.doi.org/10.1002/mrc.901
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_v39_n10_p600_Barone

Referencias:

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Citas:

---------- APA ----------
Barone, V., Peralta, J.E., Contreras, R.H., Sosnin, A.V. & Krivdin, L.B. (2001) . Natural J coupling (NJC) analysis of the electron lone pair effect on NMR couplings: Part 1. the lone pair orientation effect of an α-nitrogen atom on1J(C,C) couplings. Magnetic Resonance in Chemistry, 39(10), 600-606.
http://dx.doi.org/10.1002/mrc.901
---------- CHICAGO ----------
Barone, V., Peralta, J.E., Contreras, R.H., Sosnin, A.V., Krivdin, L.B. "Natural J coupling (NJC) analysis of the electron lone pair effect on NMR couplings: Part 1. the lone pair orientation effect of an α-nitrogen atom on1J(C,C) couplings" . Magnetic Resonance in Chemistry 39, no. 10 (2001) : 600-606.
http://dx.doi.org/10.1002/mrc.901
---------- MLA ----------
Barone, V., Peralta, J.E., Contreras, R.H., Sosnin, A.V., Krivdin, L.B. "Natural J coupling (NJC) analysis of the electron lone pair effect on NMR couplings: Part 1. the lone pair orientation effect of an α-nitrogen atom on1J(C,C) couplings" . Magnetic Resonance in Chemistry, vol. 39, no. 10, 2001, pp. 600-606.
http://dx.doi.org/10.1002/mrc.901
---------- VANCOUVER ----------
Barone, V., Peralta, J.E., Contreras, R.H., Sosnin, A.V., Krivdin, L.B. Natural J coupling (NJC) analysis of the electron lone pair effect on NMR couplings: Part 1. the lone pair orientation effect of an α-nitrogen atom on1J(C,C) couplings. Magn. Reson. Chem. 2001;39(10):600-606.
http://dx.doi.org/10.1002/mrc.901