Development of Mathematical Methods of DFT by Using the Physical Chemistry Parameters of Quinolines C26H23ClN4 and C26H23FN4

Document Type : Research Paper

Authors

Department of Chemistry, Khoy Branch, Islamic Azad University, Khoy, Iran

Abstract

Quinolones are synthetic compounds which are part of the antibiotics family. Quinolines were first obtained in 1834 and isoquinolines were obtained from coal tar in 1885. In this paper, exchange and correlation energies of C26H23ClN4 and C26H23FN4 are calculated by using the DFT methods with STO-3G, 3-21G, 6-31G, 6-311G and 6-21G basis sets. The optimized structure and electronic properties calculations for the studied molecule have been performed by using Gaussian 09 program. A mathematical equation of second grade was exploited for the correlation and exchange energy with the number of primitives. The chemical reactivity of the C26H23ClN4 and C26H23FN4 have been investigated at B3LYP/6-31G (d) level of theory. The band gap energy, total energy (E), chemical hardness (η), electronic chemical potential (μ), and global electrophilicity index (ω), ionization potential (IP) and electron affinity (EA) for the C26H23ClN4 and C26H23FN4 have been calculated for the chemical activity of the above molecules. According to the results, the C26H23ClN4 molecule is more stable and the chemical activity of C26H23FN4 is greater.

Keywords

References

  1. K. W. Bentley, The Isoquinoline Alkaloids, Pergamon Press, London, 1965.
  2. K. W. Bentley, β-Phenylethylamines and the isoquinolines alkaloids, Nat. Prod. Rep. 18 (2001) 148 – 170.
  3. J. P. Michael, Quinoline, quinazoline and acridone alkaloids, Nat. Prod. Rep. 19 (6) (2002) 742 – 760.
  4. E. Pop, W. M. Wu, E. Shek and N. Bodor, Brain-specific chemical delivery systems for β-lactam antibiotics. Synthesis and properties of some dihydropyridine and dihydroiosquinoline derivatives of benzylpenicillin, J. Med. Chem. 32 (1989) 1774 – 1781.
  5. E. Lukevics, I. Segal, A. Zablotskaya and S. Germane, Synthesis and neurotropic activity of novel quinoline derivatives, Molecules 2 (1997) 180 – 185.
  6. B. E. Maryanoff, D. F. McComsey, J. F. Gardocki, R. P. Shank, M. J. Costanzo, S. O. Nortey, C. R. Schneider and P. E. Setler, Pyrroloisoquinoline antidepressants. 2. In-depth exploration of structure-activity relationships, J. Med. Chem. 30 (1987) 1433 – 1454.
  7. K. L. Sorgi, C. A. Maryanoff, D. F. McComsey, D. W. Graden and B. E. Maryanoff, Application to the stereoselective synthesis of pyrroloisoquinoline antidepressants, J. Am. Chem. Soc. 112 (1990) 3567 – 3579.
  8. H. J. Knjlker and S. Agarwal, Total synthesis of the antitumor active pyrrolo[2,1 - a ]isoquinoline alkaloid ( crispine A, Tetrahedron Lett. 46 (7) (2005) 1173 – 1175.
  9. A. Aminkhani, Synthesis of dihydropyrrolo [2,1-a] isoquinolines via isosyanide-based four-component reaction, Heterocycl. Commun. 19 (2) (2013) 109 – 112.
  10. R. Esmkhani and M. Monajjemi, Electronic structural investigation of boron nitrid nano cage (B30N20) in point of exchange and correlation energy, J. Comput. Theor. Nanosci. 12 (4) (2015) 652 – 659.
  11. A. E. Reed, L. A. Curtiss and F. Weinhold, Intermolecular interactions from a natural bond orbital, donor-acceptor viewpoint, Chem. Rev. 88 (6) (1988) 899 – 926.
  12. C. James, A. Amal Raj, R. Reghunathan, V. S. Jayakumar and I. Hubert Joe, Structural conformation and vibrational spectroscopic studies of 2,6-bis(p-N,N-dimethyl benzylidene)cyclohexanone using density functional theory, J. Raman Spectrosc. 37 (12) (2006) 1381 – 1392.
  13. E. R. Davidson, S. A. Hagstrom, S. J. Chakravorty, V. M. Umar and C. F. Fischer, Ground-state correlation energies for two- to ten-electron atomicions, Phys. Rev. A 44 (1991) 7071 – 7083.
  14. S. J. Chakravorty, S. R. Gwaltney, E. R. Davidson, F. A. Parpia and C. F. Fischer, Ground-state correlation energies for atomic ions with 3 to 18 electrons, Phys. Rev. A 47 (1993) 3649 – 3670.
Iranian Journal of Mathematical Chemistry
Volume 13, Issue 3
September 2022
Pages 227-237

Files

Share

How to cite

Statistics