Abstract
The C20 (cage), C20 (bowl), C20H10 (bowl) fullerene structures and their nitrogen doped derivatives such as C20NH (cage), C20NH (bowl), C20H10N (bowl), C20H10NH (bowl) are fully optimized at the MPW1PW91/6-31G level of theory. The natural atomic charge comparison shows that in C20H10N (bowl), the nitrogen atom with about–0.58 has a more negative charge with respect to other nitrogen doped structures. The nuclear magnetic resonance chemical shielding is evaluated for nitrogen doped structures and the neighbors connected to nitrogen, C6, and C7 atoms. The nitrogen atom doped on carbon sites of C20H10N (bowl) has the largest shielding isotropic shifts to the upper field (–203.58 ppm). This means that the electron density around nitrogen in the C20H10N (bowl) structure is higher. Interestingly, there is a significant correlation between the charges and σiso values of nitrogen and carbon atoms (C6 and C7). Namely, as the charge becomes more negative, σiso shifts to the upper field. It is predicted that nitrogen doped C20H10N (bowl) with the maximum electron density adopts this structure for electrophilic reactions.
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References
H. Prinzbach, A. Weiler, and P. Landenberer, Nature, 407, 60–63 (2000).
F. Wahl, J. Wörth, and H. Prinzbach, Angew. Chem., Int. E, 32, 1722–1726 (1993).
H. Prinzbach and K. Weber, Angew. Chem., Int. Ed., 33, 2239–2257 (1994).
A. Kharlamov, Chem. Engineer. Sci., 3, 32–40 (2013).
S. Sokolova, A. L€uchow, and J. B. Anderson, Chem. Phys. Lett., 323, 229–233 (2000).
M. Saito and Y. Miyamoto, Phys. Rev. Lett., 87, 035503-1 (2001).
A. H. Romero and D. Sebastiani, Chem. Phys. Lett., 366, 134–140 (2002).
J. C. Grossmann, L. Mitas, and K. Raghavachari, Phys. Rev. Lett., 75, 3870–3873 (1995).
S. Grimme and C. Muck-Lichtenfeld, Chem. Phys. Chem., 2, 207–209 (2002).
G. Galli, F. Gygi, and J. C. Golaz, Phys. Rev. B, 57, 1860–1867 (1998).
R. O. Jones and G. Seifert, Phys. Rev. Lett., 79, 443–446 (1997).
P. R. Birkett, M. Bühl, A. Khong, M. Saunders, and R. Taylor, J. Chem. Soc. Perkin Trans., 2, 2037–2039 (1999).
P. W. Fowler, P. Lazzeretti, M. Malagoli, and R. Zanasi, Chem. Phys. Lett., 179, 174–180 (1991).
G. H. Fath-Tabar, A. R. Ashrafi, and D. Stevanovic, J. Comput. Theor. Nanosci., 9, 327–329 (2012).
P. Hrobárik, R. Reviakine, A. V. Arbuznikov, O. L. Malkina, and V. G. Malkin, J. Chem. Phys., 126, 024107 (2007)
T. O. Pennanen and J. Vaara, Phys. Rev. Lett., 100, 2411/2412 (2008).
K. Harigaya, J. Comput. Theor. Nanosci., 9, 347–350 (2012).
K. Wolinski, J. F. Hilton, and P. Pulay, J. Am. Chem. Soc., 112, 8251–8260 (1990).
R. G. Parr and W. Yang, Density-Functional Theory of Atoms and Molecules, Oxford University Press, Oxford (1989).
C. Adamo and V. Barone, J. Chem. Phys., 108, 664–675 (1998).
B. J. Lynch, P. L. Fast, M. Harris, and D. G. Truhlar, J. Phys. Chem. A, 104, 4811–4815 (2000).
M. J. Frisch, G. W. Trucks, H. B. Schlegel, and G. Scuserial, Gaussian 98, Revision A.7, Gaussian Inc., Pittsburgh PA (1998).
R. S. Drago, Physical Methods for Chemists, Saunders College Publishing, Florida (1992).
M. Hafied and M. Belloum, J. Comput. Theor. Nanosci., 9, 77–82 (2012).
D. Sebastiani and M. Parrinello, J. Phys. Chem. A, 105, 1951–1058 (2001).
M. Rezaei-Sameti, Quantum Matter, 2, 396–400 (2013).
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The text was submitted by the authors in English.
Zhurnal Strukturnoi Khimii, Vol. 58, No. 1, pp. 180-184, January-February, 2017.
Original Russian Text © 2017 F. R. Nikmaram, A. Khoddamzadeh.
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Nikmaram, F.R., Khoddamzadeh, A. Chemical shielding of doped nitrogen on C20 cage and bowl fullerenes. J Struct Chem 58, 173–177 (2017). https://doi.org/10.1134/S0022476617010231
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DOI: https://doi.org/10.1134/S0022476617010231