Artículo
Cormanich, R.A.; Moreira, M.A.; Freitas, M.P.; Ramalho, T.C.; Anconi, C.P.A.; Rittner, R.; Contreras, R.H.; Tormena, C.F. "1hJFH coupling in 2-fluorophenol revisited: Is intramolecular hydrogen bond responsible for this long-range coupling?" (2011) Magnetic Resonance in Chemistry. 49(12):763-767
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Abstract:
The present study shows that a hydrogen bond between the OH group and the fluorine atom is not involved in the 1hJFH spin-spin coupling transmission either for 4-bromo-2-fluorophenol or 2-fluorophenol. In fact, according to a quantum theory of atoms in molecules analysis, no bond critical point is found between O-H and F moieties. The nature of the transmission mechanism of the Fermi contact term of the 1hJ FH spin-spin coupling is studied by analyzing canonical molecular orbitals (see J. Phys. Chem. A 2010, 114, 1044), and it is observed that virtual orbitals play only a quite minor role in its transmission. This is typical of a Fermi contact term transmitted mainly through exchange interactions owing to the overlap of proximate electronic clouds; therefore, it is suggested to identify them as nTSJFH coupling where n stands for the number of formal bonds separating the coupling nuclei. In the cases studied in this work is n = 4. Results presented in this work could provide an interesting rationalization for different experimental signs known in the current literature for proximate JFH couplings. © 2011 John Wiley & Sons, Ltd.
Registro:
| Documento: | Artículo |
| Título: | 1hJFH coupling in 2-fluorophenol revisited: Is intramolecular hydrogen bond responsible for this long-range coupling? |
| Autor: | Cormanich, R.A.; Moreira, M.A.; Freitas, M.P.; Ramalho, T.C.; Anconi, C.P.A.; Rittner, R.; Contreras, R.H.; Tormena, C.F. |
| Filiación: | Chemistry Institute, University of Campinas, C.P. 6154, 13083-970 Campinas, SP, Brazil Department of Chemistry, Federal University of Lavras, C.P. 3037, 37200-000 Lavras, MG, Brazil Department of Physics, University of Buenos Aires, IFIBA-CONICET, Buenos Aires, Argentina |
| Palabras clave: | 2-fluorophenol; coupling constant; FCCP-CMO; intramolecular H-bonding; QTAIM; 2 fluorophenol; 2-fluorophenol; acetonitrile; acetonitrile derivative; cyclohexane; cyclohexane derivative; phenol derivative; article; chemical structure; chemistry; electron; hydrogen bond; methodology; nuclear magnetic resonance spectroscopy; physical chemistry; quantum theory; thermodynamics; Acetonitriles; Chemistry, Physical; Cyclohexanes; Electrons; Hydrogen Bonding; Magnetic Resonance Spectroscopy; Models, Molecular; Phenols; Quantum Theory; Thermodynamics |
| Año: | 2011 |
| Volumen: | 49 |
| Número: | 12 |
| Página de inicio: | 763 |
| Página de fin: | 767 |
| DOI: | http://dx.doi.org/10.1002/mrc.2838 |
| Título revista: | Magnetic Resonance in Chemistry |
| Título revista abreviado: | Magn. Reson. Chem. |
| ISSN: | 07491581 |
| CODEN: | MRCHE |
| CAS: | acetonitrile, 75-05-8; cyclohexane, 110-82-7; 2-fluorophenol; Acetonitriles; Cyclohexane; Cyclohexanes; Phenols; acetonitrile, 75-05-8 |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07491581_v49_n12_p763_Cormanich |
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Citas:
---------- APA ----------
Cormanich, R.A., Moreira, M.A., Freitas, M.P., Ramalho, T.C., Anconi, C.P.A., Rittner, R., Contreras, R.H.,..., Tormena, C.F. (2011) . 1hJFH coupling in 2-fluorophenol revisited: Is intramolecular hydrogen bond responsible for this long-range coupling?. Magnetic Resonance in Chemistry, 49(12), 763-767.http://dx.doi.org/10.1002/mrc.2838
---------- CHICAGO ----------
Cormanich, R.A., Moreira, M.A., Freitas, M.P., Ramalho, T.C., Anconi, C.P.A., Rittner, R., et al. "1hJFH coupling in 2-fluorophenol revisited: Is intramolecular hydrogen bond responsible for this long-range coupling?" . Magnetic Resonance in Chemistry 49, no. 12 (2011) : 763-767.http://dx.doi.org/10.1002/mrc.2838
---------- MLA ----------
Cormanich, R.A., Moreira, M.A., Freitas, M.P., Ramalho, T.C., Anconi, C.P.A., Rittner, R., et al. "1hJFH coupling in 2-fluorophenol revisited: Is intramolecular hydrogen bond responsible for this long-range coupling?" . Magnetic Resonance in Chemistry, vol. 49, no. 12, 2011, pp. 763-767.http://dx.doi.org/10.1002/mrc.2838
---------- VANCOUVER ----------
Cormanich, R.A., Moreira, M.A., Freitas, M.P., Ramalho, T.C., Anconi, C.P.A., Rittner, R., et al. 1hJFH coupling in 2-fluorophenol revisited: Is intramolecular hydrogen bond responsible for this long-range coupling?. Magn. Reson. Chem. 2011;49(12):763-767.http://dx.doi.org/10.1002/mrc.2838
