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Abstract:

It is studied how much and under which conditions the anomeric effect affects a 1J(CH) coupling constant. 3-Methoxy-1,2,4,5-tetroxane and related compounds are chosen as model systems. With the polarization propagator formalism the 1J(C3H) coupling is decomposed into contributions originated in different occupied and vacant localized molecular orbitals representing, respectively, bonds or lone pairs, and antibonding orbitals. It is found that, for a highly polar C-H bond, the anomeric effect increases the s character of its antibonding orbital, giving a large 1J(CH) coupling. Under these circumstances, the value of this coupling departs notably from the commonly accepted proportionality between onebond J(CH) couplings and the s character of its C-H bond. © 1995 Elsevier Science B.V. All rights reserved.

Registro:

Documento: Artículo
Título:Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane
Autor:Peruchena, N.M.; Contreras, R.H.
Filiación:Area de Fisocoquimica, Facultad de Cieneias Exactas y Naturales y Agrimensura. Vniversidad Nacional del Nordeste, 3400 Corrientes, Argentina
Departamento de Fisica, Facultatd de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellon 1., 1428 Buenos Aires, Argentina
Año:1995
Volumen:338
Número:1-3
Página de inicio:25
Página de fin:30
DOI: http://dx.doi.org/10.1016/0166-1280(94)04045-T
Título revista:Journal of Molecular Structure: THEOCHEM
Título revista abreviado:J. Mol. Struct. THEOCHEM
ISSN:01661280
CODEN:THEOD
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01661280_v338_n1-3_p25_Peruchena

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Citas:

---------- APA ----------
Peruchena, N.M. & Contreras, R.H. (1995) . Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane. Journal of Molecular Structure: THEOCHEM, 338(1-3), 25-30.
http://dx.doi.org/10.1016/0166-1280(94)04045-T
---------- CHICAGO ----------
Peruchena, N.M., Contreras, R.H. "Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane" . Journal of Molecular Structure: THEOCHEM 338, no. 1-3 (1995) : 25-30.
http://dx.doi.org/10.1016/0166-1280(94)04045-T
---------- MLA ----------
Peruchena, N.M., Contreras, R.H. "Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane" . Journal of Molecular Structure: THEOCHEM, vol. 338, no. 1-3, 1995, pp. 25-30.
http://dx.doi.org/10.1016/0166-1280(94)04045-T
---------- VANCOUVER ----------
Peruchena, N.M., Contreras, R.H. Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane. J. Mol. Struct. THEOCHEM. 1995;338(1-3):25-30.
http://dx.doi.org/10.1016/0166-1280(94)04045-T