SYNTHESIS, CHARACTERIZATION AND THEORETICAL CALCULATION OF 4-(((1H-IMIDAZOL-2-YL)METHYLENE)AMINO)PHENOL

Abstract

Bu çalışmada, Schiff bazı 4-(((1H-imidazol-2-il)metilen)amino)fenol (3), sentezlenmiş ve bileşiğin yapısı elementel analiz, FTIR, 1H NMR, 13C NMR ve UV-Vis spektroskopik tekniklerle karakterize edilmiştir. Teorik ve deneysel spektroskopi verilerinin korelasyonuna bakılmıştır. Asitlik sabiti MOPAC2012 programında PM6 yöntemi ve Gaussian09 programında DFT yöntemi kullanılarak B3LYP/6-311+G(d,p) seviyelerinde gaz ve sıvı fazlarında 25 °C'de hesaplanmıştır. Sentezlenen molekülün kararlı konformasyonuna karar verildikten sonra HOMO, LUMO, MEP ve SAS teorisi B3LYP/6-311+G(d,p) seviyesi kullanılarak hesaplanmıştır.

Keywords

• DFT
• pKa
• Kararlı Konformasyon
• Schiff baz
• Teorik Hesaplama

SYNTHESIS, CHARACTERIZATION AND THEORETICAL CALCULATION OF 4-(((1H-IMIDAZOL-2-YL)METHYLENE)AMINO)PHENOL

Abstract

In this study, the Schiff base 4-(((1H-imidazol-2-yl)methylene)amino)phenol (3) has been synthesized and structure of the compound was characterized by elemental analysis, FTIR, 1H NMR, 13C NMR and UV-Vis spectroscopic techniques. Correlation of theoretical and experimental spectroscopy data was examined. The acidity constant was calculated by using PM6 method in MOPAC2012 program at gas and liquid phases at 25 °C. Basically in calculations, it was calculated by the DFT method in Gaussian09 program at B3LYP/6-311+g(d,p) levels. After deciding the stable conformation of the synthesized molecule, HOMO, LUMO, MEP and SAS theory were calculated using the B3LYP / 6-311+g(d, p) level. The low HOMO-LUMO values of the resulting compound indicate that the reaction activity will be easier and can easily bind to metal atoms or a receptor in future studies.

Keywords

• Schiff Base
• Theoretical calculation
• DFT
• Stable conformation
• pKa

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