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Abstract:

The difference between the 1JC-H values for C-H bonds cis and trans to oxygen lone pairs for methylenedioxybenzene and veratrole was studied experimentally and theoretically. Experimentally, the coupled and decoupled 13C NMR spectra of nine methoxybenzene and methylenedioxybenzene derivatives, some of which were synthesized for this work, were obtained and a consistent empirical trend was found. Theoretically, the CLOPPA method was used and it was found that the oxygen lone pairs have an effect of spatial proximity on the C-H bond cis to the lone pairs, which is found to be the main cause of the difference in the 1JC-H values. © 1990.

Registro:

Documento: Artículo
Título:Theoretical and experimental study of the orientational oxygen lone-pair effect on 1J(13C-1H) in methoxy- and methylene-dioxybenzene compounds1 1 Part of a Ph.D. thesis (R.R.B.) to be presented at the University of Buenos Aires, Argentina.
Autor:Biekofsky, R.R.; Pomilio, A.B.; Contreras, R.H.
Filiación:Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón II. Ciudad Uniuersitaria, Buenos Aires 1428 Argentina
Departamento de Física, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón, I, Ciudad Universitaria, Buenos Aires 1428 Argentina
Año:1990
Volumen:210
Número:C
Página de inicio:211
Página de fin:219
DOI: http://dx.doi.org/10.1016/0166-1280(90)80044-O
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_v210_nC_p211_Biekofsky

Referencias:

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Citas:

---------- APA ----------
Biekofsky, R.R., Pomilio, A.B. & Contreras, R.H. (1990) . Theoretical and experimental study of the orientational oxygen lone-pair effect on 1J(13C-1H) in methoxy- and methylene-dioxybenzene compounds1 1 Part of a Ph.D. thesis (R.R.B.) to be presented at the University of Buenos Aires, Argentina. Journal of Molecular Structure: THEOCHEM, 210(C), 211-219.
http://dx.doi.org/10.1016/0166-1280(90)80044-O
---------- CHICAGO ----------
Biekofsky, R.R., Pomilio, A.B., Contreras, R.H. "Theoretical and experimental study of the orientational oxygen lone-pair effect on 1J(13C-1H) in methoxy- and methylene-dioxybenzene compounds1 1 Part of a Ph.D. thesis (R.R.B.) to be presented at the University of Buenos Aires, Argentina." Journal of Molecular Structure: THEOCHEM 210, no. C (1990) : 211-219.
http://dx.doi.org/10.1016/0166-1280(90)80044-O
---------- MLA ----------
Biekofsky, R.R., Pomilio, A.B., Contreras, R.H. "Theoretical and experimental study of the orientational oxygen lone-pair effect on 1J(13C-1H) in methoxy- and methylene-dioxybenzene compounds1 1 Part of a Ph.D. thesis (R.R.B.) to be presented at the University of Buenos Aires, Argentina." Journal of Molecular Structure: THEOCHEM, vol. 210, no. C, 1990, pp. 211-219.
http://dx.doi.org/10.1016/0166-1280(90)80044-O
---------- VANCOUVER ----------
Biekofsky, R.R., Pomilio, A.B., Contreras, R.H. Theoretical and experimental study of the orientational oxygen lone-pair effect on 1J(13C-1H) in methoxy- and methylene-dioxybenzene compounds1 1 Part of a Ph.D. thesis (R.R.B.) to be presented at the University of Buenos Aires, Argentina. J. Mol. Struct. THEOCHEM. 1990;210(C):211-219.
http://dx.doi.org/10.1016/0166-1280(90)80044-O