Theoretical Investigations on Thermo-Dynamic Properties and Molecular Structure of the Phosphorus-Containing Derivative of Chromone

Abstract

The possible tautomeric forms of 3-(1-amino-ethylidene)-2methoxy-2-oxo-2,3- dihydro-2λ^5 -benzo[e][1,2]oxaphosphinin-4-one molecule were searched by utilizing HartreeFock (HF) and Density Functional Theory (DFT) methods. The computed bond lengths and bond angles were compared with the experimental data. The structure, energies and relative stability of tautomers were compared and analyzed. The amine-keto and iminoenol tautomerism was taken into account to rationalize the difference in reactivity between the two forms. The keto form was found to be more stable than the enol form. The acidity constant and physicochemical parameters were computed by semi-empirical methods.

Keywords

• Coumarin derivatives,acidity constant,QSAR,x-ray,quantum chemical calculation

Theoretical Investigations on Thermo-Dynamic Properties and Molecular Structure of the Phosphorus-Containing Derivative of Chromone

Abstract

3-(1-Amino-etilidin)-2metoksi-2-okzo-2,3 -dihidro-2λ 5 -benzo[e][1,2]okzafosfonin-4- on olası tautomerik formları Hartree-Fock (HF) ve Yo˘gunluk Fonksiyonel teorisi (DFT) metodları kullanılarak ara¸stırıldı. Hesaplanan ba˘g uzunlukları ve ba˘g a¸cıları deneysel verilerle kıyaslandı. Tautomerlerin yapıları, enerjileri ve relatif kararlıkları kar¸sıla¸stırıldı ve analiz edildi. Amin-keto ve imin-enol tautomerizmi, iki form arasındaki reaktivite farkını oranlamak i¸cin dikkate alındı. Keto formunun enol formundan daha kararlı oldu˘gu g¨ozlendi. Asitlik sabiti ve fizikokimyasal parametreler yarı-deneysel metodlarla hesaplandı.

Keywords

• Kumarin türevleri, asitlik sabiti, QSAR, x-ışını, kuantum kimyasal hesaplama

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