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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1990
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| Acceso en línea: | Registro en Scopus DOI Handle Registro en la Biblioteca Digital |
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| 003 | AR-BaUEN | ||
| 005 | 20250204094714.0 | ||
| 008 | 190411s1990 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-43649087375 | |
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| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 100 | 1 | |a Biekofsky, R.R. | |
| 245 | 1 | 0 | |a 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. |
| 260 | |c 1990 | ||
| 270 | 1 | 0 | |m Biekofsky, R.R. |
| 504 | |a Jackobsen, Brey, 15N?19F spin coupling mechanism in 2-fluoropyridine studied by selective population transfer in 15N nuclear magnetic resonance (1979) Journal of the Chemical Society, Chemical Communications, p. 478 | ||
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| 504 | |a Goldwhite, Roswell, Vertal, Bowers, Cooper, Manatt, Nuclear magnetic resonance of phosphorus compounds: 9—The NMR spectra of phosphirane (1983) Organic Magnetic Resonance, 21, p. 494 | ||
| 504 | |a Contreras, Natiello, Scuseria, (1985) Magn. Reson. Rev., 9, p. 239 | ||
| 504 | |a Gil, von Philipsborn, Effect of electron lone-pairs on nuclear spin-spin coupling constants (1989) Magnetic Resonance in Chemistry, 27, p. 409 | ||
| 504 | |a Albriksten, NMR Experiments on Cyclic Sulfites. V. High Resolution 13C Spectra of Trimethylene Sulfites by Fourier Transform NMR. (1973) Acta Chemica Scandinavica, 27, p. 3889 | ||
| 504 | |a Koole, de Bie, Hansen, Carbon-proton coupling constants in allenes, ethenes and butatrienes. Application to conformational analysis of allenyl and vinyl alkyl ethers and thioethers (1984) Organic Magnetic Resonance, 22, p. 146 | ||
| 504 | |a Kalabin, Krivdin, (1985) Zh. Org. Chim., 21, p. 1137 | ||
| 504 | |a Diz, de Azúa, Giribet, Contreras, The use of localized molecular orbitals and the polarization propagator to identify transmission mechanisms in nuclear spin-spin couplings (1990) International Journal of Quantum Chemistry, 37, p. 663 | ||
| 504 | |a Makriyannis, Fesik, (1982) J. Am. Chem. Soc., 104, p. 6462 | ||
| 504 | |a Schaefer, Laatikainen, The probable planarity of 1,2-dimethoxybenzene in solution (1983) Canadian Journal of Chemistry, 61, p. 224 | ||
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| 504 | |a Geigert, Stermitz, Johnson, Maag, Johnson, (1973) Tetrahedron, 29, p. 2703 | ||
| 504 | |a (a) Methylenedioxybenzene: J.C. Facelli, University of Utah, private communication; Konschin, An STO-3G molecular orbital investigation of planar anisole, cis-guaiacol and trans-veratrole Fully optimized molecular structures and superposition of parent structures (1985) Journal of Molecular Structure: THEOCHEM, 105, p. 213. , Veratrole | ||
| 504 | |a Oddershede, (1978) Advances in Quantum Chemistry, , P.O. Löwdin, Academic Press, New York | ||
| 504 | |a Pople, Belveridge, (1970) Approximate Molecular Orbital Theory, , McGraw-Hill, New York, Chap. 3 | ||
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| 504 | |a Blizzard, Santry, Erratum: Self-consistent perturbation theory of nuclear spin-coupling constants: Application to couplings involving fluorine (1973) The Journal of Chemical Physics, 58, p. 4714 | ||
| 504 | |a Engelmann, Contreras, Transmission mechanisms of spin-spin coupling constants within theCHF approximation: Their study using inner projections of the polarization propagator (1983) International Journal of Quantum Chemistry, 23, p. 1033 | ||
| 504 | |a de Azúa, Diz, Giribet, Contreras, Rae, A polarization propagator analysis of through-space spin-spin coupling constants:19F-19F couplings (1986) International Journal of Quantum Chemistry, 20 S, p. 585 | ||
| 504 | |a Diz, Giribet, de Azúa, Contreras, Aucar, Theoretical IPPP analysis of13C-31 P through-space indirect couplings in phosphorus-substituted alkenes (1987) Magnetic Resonance in Chemistry, 25, p. 883 | ||
| 504 | |a Verwoerd, (1979) Chem. Phys., 44, p. 151 | ||
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| 504 | |a Krivdin, Zinchenko, Scherbakov, Kalavin, Contreras, Tufró, de Azúa, Giribet, (1989) J. Magn. Reson., 84, p. 1 | ||
| 504 | |a Contreras, de Kowalewski, Facelli, (1982) J. Mol. Struct. (Theochem), 81, p. 147 | ||
| 504 | |a Biekofsky, Pomilio, Contreras, de Kowalewski, Facelli, Experimental and theoretical study of the methoxy group conformational effect on13C chemical shifts inortho-substituted anisoles (1989) Magnetic Resonance in Chemistry, 27, p. 158. , and references therein | ||
| 506 | |2 openaire |e Política editorial | ||
| 520 | 3 | |a 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. |l eng | |
| 593 | |a Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón II. Ciudad Uniuersitaria, Buenos Aires 1428 Argentina | ||
| 593 | |a Departamento de Física, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón, I, Ciudad Universitaria, Buenos Aires 1428 Argentina | ||
| 700 | 1 | |a Pomilio, A.B. | |
| 700 | 1 | |a Contreras, Rubén Horacio | |
| 773 | 0 | |d 1990 |g v. 210 |h pp. 211-219 |k n. C |p J. Mol. Struct. THEOCHEM |x 01661280 |w (AR-BaUEN)CENRE-1043 |t Journal of Molecular Structure: THEOCHEM | |
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| 856 | 4 | 0 | |u https://doi.org/10.1016/0166-1280(90)80044-O |y DOI |
| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_01661280_v210_nC_p211_Biekofsky |y Handle |
| 856 | 4 | 0 | |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01661280_v210_nC_p211_Biekofsky |y Registro en la Biblioteca Digital |
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