DFT calculation of NMR JFF spin-spin coupling constants in fluorinated pyridines

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All four isotropic contributions to the NMR fluorine-fluorine coupling constants (Fermi contact, FC, spin-dipolar, SD, paramagnetic spin-orbit, PSO, and diamagnetic spin-orbit, DSO) have been calculated for 2,6-difluoropyridine, 2,4,6-trifluoropyridine, perfluoropyridine, and 2-Br-3,4,5,6,7,8-hexafl...

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Detalles Bibliográficos
Autor principal: Barone, V.
Otros Autores: Peralta, J.E, Contreras, Rubén Horacio, Snyder, J.P
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2002
Acceso en línea:Registro en Scopus
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Biblioteca Central Dr. Luis F. Leloir (FCEN) de Universidad de Buenos Aires
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100 1 |a Barone, V. 
245 1 0 |a DFT calculation of NMR JFF spin-spin coupling constants in fluorinated pyridines 
260 |c 2002 
270 1 0 |m Contreras, R.H.; Departamento de Fisica, FCEyN, Universidad de Buenos Aires, Buenos Aires, Argentina; email: contrera@df.uba.ar 
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506 |2 openaire  |e Política editorial 
520 3 |a All four isotropic contributions to the NMR fluorine-fluorine coupling constants (Fermi contact, FC, spin-dipolar, SD, paramagnetic spin-orbit, PSO, and diamagnetic spin-orbit, DSO) have been calculated for 2,6-difluoropyridine, 2,4,6-trifluoropyridine, perfluoropyridine, and 2-Br-3,4,5,6,7,8-hexafluoroquinoline by means of density functional theory in combination with the rather modest 6-311G** basis set. Experimental values ranging from -20.3 to +45.8 Hz are semiquantitatively reproduced for three- to seven-bond couplings, suggesting that the different electronic effects responsible for the spin-spin interactions are adequately taken into account. In all cases, the relative importance of noncontact terms was examined. With few exceptions, the sum of the SD and PSO noncontact terms is larger than the FC contact contribution, even though in most cases the two noncontact values have opposite signs. The widespread assumption that the Fermi contact term dominates scalar spin-spin couplings in the case of light atoms would appear to be an oversimplification for JFF in polyfluorinated organic molecules. In addition, the CPU performance of the Fermi contact contribution calculated separately by the coupled-perturbed and the finite-perturbation methods was investigated showing the latter to be slightly more efficient.  |l eng 
593 |a Departamento de Física, FCEyN, Universidad de Buenos Aires, Buenos Aires, Argentina 
593 |a Department of Chemistry, Emory University, Atlanta, GA 30322, United States 
690 1 0 |a DENSITY FUNCTIONAL THEORY 
690 1 0 |a FINITE PERTURBATION THEORY SCHEME 
690 1 0 |a FLUORINATED PYRIDINES 
690 1 0 |a SPIN-SPIN COUPLING CONSTANTS 
690 1 0 |a AROMATIC COMPOUNDS 
690 1 0 |a CHEMICAL BONDS 
690 1 0 |a FERMI LEVEL 
690 1 0 |a MAGNETIZATION 
690 1 0 |a MOLECULAR STRUCTURE 
690 1 0 |a PERTURBATION TECHNIQUES 
690 1 0 |a PROBABILITY DENSITY FUNCTION 
690 1 0 |a FLUORINE COMPOUNDS 
700 1 |a Peralta, J.E. 
700 1 |a Contreras, Rubén Horacio 
700 1 |a Snyder, J.P. 
773 0 |d 2002  |g v. 106  |h pp. 5607-5612  |k n. 23  |p J Phys Chem A  |x 10895639  |t Journal of Physical Chemistry A 
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856 4 0 |u https://doi.org/10.1021/jp020212d  |x doi  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_10895639_v106_n23_p5607_Barone  |x handle  |y Handle 
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