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Abstract:

Semiquantitative relationships between the localization of a π-electron system and its capacity to contribute to the spin-spin coupling constants are found theoretically and experimentally. Theoretically, enlargements of the INDO basis set and the tautomeric structures of 2-hydroxypyridine are used. Experimentally, the long-range HH coupling constants in 6-methyl-2-pyridone are compared with the corresponding couplings in 2-X-6-methylpyridines (X = amino, formyl, cyano). Evidence shows that the π-contribution to the HH coupling constants is greater when the localization of this electron system is increased. © 1983.

Registro:

Documento: Artículo
Título:The importance of the localization of the π-electron system on its ability to transmit the fermi contact term of HH coupling constants. A theoretical and experimental study
Autor:Facelli, J.C.; Contreras, R.H.; de Kowalewski, D.G.; Kowalewski, V.J.; Piegala, R.N.
Filiación:Departamento de Física, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellon 1, 1428 Buenos Aires, Argentina
Año:1983
Volumen:94
Número:1-2
Página de inicio:163
Página de fin:172
DOI: http://dx.doi.org/10.1016/0166-1280(83)80168-7
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_v94_n1-2_p163_Facelli

Referencias:

  • Pople, Schneider, Bernstein, (1959) High Resolution NMR Spectroscopy, , McGraw-Hill, New York
  • Lee, Schulman, (1979) J. Am. Chem. Soc., 101, p. 3182
  • Lee, Schulman, (1980) J. Am. Chem. Soc., 102, p. 5184
  • Emsley, Feeney, Sutcliffe, (1965) High Resolution NMR Spectroscopy, , Pergamon, Oxford
  • Murrell, Chapter 1 The theory of nuclear spin-spin coupling in high resolution NMR spectroscopy (1971) Progress in Nuclear Magnetic Resonance Spectroscopy, 6, p. 1
  • Barfield, Chakrabarti, (1969) Chem. Rev., 69, p. 757
  • Kowalewski, (1977) Prog. NMR Spectrosc., 11, p. 1
  • Kowalewski, Laaksonen, Saunders, (1981) J. Chem. Phys., 74, p. 2412
  • Laaksonen, Kowalewski, (1981) J. Am. Chem. Soc., 103, p. 5277
  • Pople, Beveridge, (1970) Approximate Molecular Orbital Theory, , McGraw-Hill, New York
  • Bacon, Maciel, A study of proton-proton coupling constants incis,cis-1,4-dialkyl-1,3-butadienes (1971) Molecular Physics, 21, p. 257
  • Steiger, Gey, Radeglia, Zur Berechnung des π-Beitrages zu den H,H-Kopplungskonstanten von Vinylverbindungen (1975) Molecular Physics, 30, p. 1729
  • Fukui, Tsuji, Miura, (1981) J. Am. Chem. Soc., 103, p. 3652
  • Engelmann, Contreras, Facelli, (1981) Theor. Chim. Acta, 59, p. 17
  • Engelmann, Contreras, (1982) QCPE Bull., 2, p. 14
  • Engelmann, Scuseria, Contreras, (1982) J. Magn. Reson., 50, p. 21
  • Facelli, Giribet, Contreras, The use of partially restricted molecular orbitals to investigate transmission mechanisms of spin-spin coupling constants. III—an INDO study of long-range FH couplings in fluorinated derivatives of toluene (1982) Organic Magnetic Resonance, 19, p. 138
  • de Kowalewski, Contreras, Engelmann, Facelli, Durán, Transmission mechanisms of inter-proton long-range couplings in substituted anisoles (1981) Organic Magnetic Resonance, 17, p. 199
  • A. R. Engelmann and R. H. Contreras, Int. J. Quantum Chem., in press; Barfield, Chakrabarti, (1969) J. Am. Chem. Soc., 91, p. 4346
  • Macdonald, Reynolds, Signs of methyl–methyl proton spin–spin coupling constants in xylene derivatives (interbenzylic coupling) (1970) Canadian Journal of Chemistry, 48, p. 1002
  • Wasylishen, Schaefer, INDO Molecular Orbital Calculations on the Conformational Dependence of Long-range Spin–Spin Coupling of Methyl Protons in Toluene,p-Fluorotoluene, and the Xylenes (1972) Canadian Journal of Chemistry, 50, p. 1852
  • Kowalewski, Contreras, (1972) J. Magn. Reson., 8, p. 101
  • Pople, Beveridge, Dobosh, (1967) J. Chem. Phys., 47, p. 2026
  • Cordell, Boggs, (1981) J. Mol. Struct., 85, p. 163. , Theochem
  • Facelli, Contreras, Inclusion of hydrogenp orbitals in the semiempirical calculation of NMR parameters. I. Influence on the FPT INDO spin-spin coupling constants (1980) International Journal of Quantum Chemistry, 18, p. 1175
  • Facelli, Contreras, Inclusion of hydrogenp orbitals in the semiempirical calculation ofNMR parameters. III:INDO CHF calculations of orbital and dipolar contributions to spin-spin coupling constants involving protons (1981) International Journal of Quantum Chemistry, 20, p. 909
  • Facelli, Contreras, (1981) J. Mol. Struct., 85, p. 99. , Theochem
  • Ostlund, (1972) QCPE, 9, p. 224. , program FINITE
  • Bak, Hansen-Nygaard, Rastrup-Andersen, (1958) J. Mol. Spectrosc., 2, p. 361
  • Pople, Gordon, (1967) J. Am. Chem. Soc., 89, p. 4253
  • Pople, McIver, Ostlund, (1966) Chem. Phys. Lett., 1, p. 272
  • Pople, McIver, Ostlund, (1968) J. Chem. Phys., 49, p. 2960
  • Brugel, (1979) Handbook of NMR Spectral Parameters, , Heyden, London
  • Facelli, Contreras, Scuseria, Engelmann, (1979) J. Mol. Struct., 57, p. 299
  • Rowbotham, Schaefer, Sigma and Pi Electron Contributions to Long-range Spin–Spin Coupling Constants in the Methyl Derivatives of the Fluoropyridines (1972) Canadian Journal of Chemistry, 50, p. 2344
  • M. D. Beer, Daresbury Laboratory NMR Program Library; Scuseria, Engelmann, Contreras, (1982) Theor. Chim. Acta, 61, p. 49
  • Bak, Christensen, Rastrup-Andersen, Tannenbaum, (1956) J. Chem. Phys., 25, p. 892
  • Penfold, The electron distribution in crystalline α-pyridone (1953) Acta Crystallographica, 6, p. 591
  • Penfold, The crystal structure of α-thiopyridone (1953) Acta Crystallographica, 6, p. 707
  • Hayamizu, Yamamoto, (1968) J. Mol. Spectrosc., 25, p. 422
  • Kowalewski, (1969) J. Mol. Spectrosc., 30, p. 531
  • ITRCAL program, Nicolet Users Library

Citas:

---------- APA ----------
Facelli, J.C., Contreras, R.H., de Kowalewski, D.G., Kowalewski, V.J. & Piegala, R.N. (1983) . The importance of the localization of the π-electron system on its ability to transmit the fermi contact term of HH coupling constants. A theoretical and experimental study. Journal of Molecular Structure: THEOCHEM, 94(1-2), 163-172.
http://dx.doi.org/10.1016/0166-1280(83)80168-7
---------- CHICAGO ----------
Facelli, J.C., Contreras, R.H., de Kowalewski, D.G., Kowalewski, V.J., Piegala, R.N. "The importance of the localization of the π-electron system on its ability to transmit the fermi contact term of HH coupling constants. A theoretical and experimental study" . Journal of Molecular Structure: THEOCHEM 94, no. 1-2 (1983) : 163-172.
http://dx.doi.org/10.1016/0166-1280(83)80168-7
---------- MLA ----------
Facelli, J.C., Contreras, R.H., de Kowalewski, D.G., Kowalewski, V.J., Piegala, R.N. "The importance of the localization of the π-electron system on its ability to transmit the fermi contact term of HH coupling constants. A theoretical and experimental study" . Journal of Molecular Structure: THEOCHEM, vol. 94, no. 1-2, 1983, pp. 163-172.
http://dx.doi.org/10.1016/0166-1280(83)80168-7
---------- VANCOUVER ----------
Facelli, J.C., Contreras, R.H., de Kowalewski, D.G., Kowalewski, V.J., Piegala, R.N. The importance of the localization of the π-electron system on its ability to transmit the fermi contact term of HH coupling constants. A theoretical and experimental study. J. Mol. Struct. THEOCHEM. 1983;94(1-2):163-172.
http://dx.doi.org/10.1016/0166-1280(83)80168-7