A Theoretical Study of NBO Analysis and Solvation Effects on Tautomerism Stability of 4,8-dioxygenated 1,5-naphthyridine

Zabialah Heidarnezhad¹ *, Izatullo Ganiev¹, Ziyodullo Obidov¹, Fatemeh Heidarnezhad² and Maryam Seyed Sharifi³

¹Chemistry Institute, Tajikistan Academy of Sciences, Dushanbe, Tajikistan. ²Andimeshk Branch, payame noor University, Iran. ³Department of Chemistry, University of Isfahan, Iran.

ABSTRACT:

Computational calculations at B3LYP/CC-PVDZ level were employed in the study of the tautomeric forms of 4,8-dioxygenated 1,5-naphthyridine (DN) derivatives (7-CF3 , 7-CL, 7-H, 7- CH3 , 7-OH) in the gas phase and solution using PCM model. For electron withdrawing and electron releasing derivatives in the gas phase and solution DN1 form is more stable and dominant than other forms. in the gas phase the stability order is: DN1>DN3>DN2. But in solution phase the stability domination depends on polarity and substituent groups. In addition variation of dipole moments and charges on atoms in the solvents are studied.

KEYWORDS:

NBO analysis; PCM model; 4;8 -dioxygenated 1;5- naphthyridine; Tautomerism

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Copy the following to cite this article: Heidarnezhad Z, Ganiev I, Obidov Z, Heidarnezhad F, Sharifi M. S. A Theoretical Study of NBO Analysis and Solvation Effects on Tautomerism Stability of 4,8-dioxygenated 1,5-naphthyridine. Orient J Chem 2012;28(4).

Copy the following to cite this URL: Heidarnezhad Z, Ganiev I, Obidov Z, Heidarnezhad F, Sharifi M. S. A Theoretical Study of NBO Analysis and Solvation Effects on Tautomerism Stability of 4,8-dioxygenated 1,5-naphthyridine. Available from: http://www.orientjchem.org/?p=11911