Abstract
The optimized structures of some radical adducts of 5,5-dimethyl-1-pyrroline N-oxide were computed by different methods on ESR spectra. As trapped radicals, H, N3, NH2, CH3, CCl3, OOH in water and F, OH, CF3, CH2OH, OC2H5 in benzene solutions were used. The calculated isotropic hyperfine coupling constants of all the trapped radicals were compared with the corresponding experimental data. The hyperfine coupling constant due to the β proton of the nitroxide radical was seen to be consist with the McConnel’s relation αβ = B 0 + B 1cos2θ and, to be effected with the opposite spin density of oxygen nucleus bonded to the nitrogen. It was concluded that in hyperfine calculations the DFT(B3PW91)/LanL2DZ level is superior computational quantum model relative to the used other level. Also, the study has been enriched by the computational of the optimized geometrical parameters, the hyper conjugative interaction energies, the atomic charges and spin densities for all the radical adducts.
Similar content being viewed by others
References
J. R. Morton, Chem. Rev. 64, 453 (1964).
S. I. Dikalov and R. P. Mason, Free Radical Biol. Med. 30, 187 (2001).
G. R. Buettner, Free Radical Biol. Med. 3, 259 (1987).
D. Feller and E. R. Davidson, J. Chem. Phys. 80, 1006 (1984).
K. Makarova, K. Lastawska, D. Wagner, and I. Wawer, J. Mol. Struct. 1067, 27 (2014).
K. Makarova, E. V. Rokhina, E. A. Golovina, H. Van As, and J. Virkutyte, J. Phys. Chem. A 116, 443 (2012).
F. Ucun and S. G. Aydın, J. Organomet. Chem. 759, 27 (2014).
S. Miertus, E. Scrocco, and J. Tomasi, Chem. Phys. 55, 117 (1981).
R. Cammi and J. Tomasi, J. Comput. Chem. 16, 1449 (1995).
M. J. Frisch, G. W. Trucks, H. B. Schlegel, et al., Gaussian 03, Revision C.02 (Gaussian Inc., Pittsburgh, PA, 2003).
A. Frisch, A. B. Nielsen, and A. J. Holder, Gauss View User Manual (Gaussian Inc., Pittsburg, PA, 2001).
S. F. Boys and F. Bernardi, Mol. Phys. 19, 553 (1970).
E. D. Glandening, A. E. Reed, J. E. Carpenter, and F. Wienhold, NBO Version 3.1 (Gaussian Inc., Pittsburgh, PA, 1992).
J. E. Carpenter and F. Weinhold, J. Mol. Struct.: THEOCHEM 46, 41 (1988).
A. E. Reed, R. B. Weinstock, and F. Weinhold, J. Chem. Phys. 83, 735 (1985).
P. Ludwig, T. Layloff, and R. N. Adams, J. Am. Chem. Soc. 86, 4568 (1964).
K. Fukui, Science 218, 747 (1982).
Author information
Authors and Affiliations
Corresponding author
Additional information
The article is published in the original.
Rights and permissions
About this article
Cite this article
Nardali, Ş., Ucun, F. & Karakaya, M. Calculated hyperfine coupling constants for 5,5-dimethyl-1-pyrroline N-oxide radical products in water and benzene. Russ. J. Phys. Chem. 91, 2137–2148 (2017). https://doi.org/10.1134/S0036024417110164
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0036024417110164