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.
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...
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todo:paper_01661280_v210_nC_p211_Biekofsky2023-10-03T15:03:16Z 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. Biekofsky, R.R. Pomilio, A.B. Contreras, R.H. 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. Fil:Biekofsky, R.R. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Pomilio, A.B. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Contreras, R.H. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_01661280_v210_nC_p211_Biekofsky |
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Universidad de Buenos Aires |
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I-28 |
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R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| description |
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. |
| format |
JOUR |
| author |
Biekofsky, R.R. Pomilio, A.B. Contreras, R.H. |
| spellingShingle |
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. |
| author_facet |
Biekofsky, R.R. Pomilio, A.B. Contreras, R.H. |
| author_sort |
Biekofsky, R.R. |
| title |
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. |
| title_short |
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. |
| title_full |
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. |
| title_fullStr |
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. |
| title_full_unstemmed |
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. |
| title_sort |
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. |
| url |
http://hdl.handle.net/20.500.12110/paper_01661280_v210_nC_p211_Biekofsky |
| work_keys_str_mv |
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