E -2-Bromo-4-Metoksi-6-[ P-Tolilimino Metil]Fenol Üzerine X-Işını, Ir, Molekül İçi Proton Transferi ve Kuantum Kimyasal Hesaplamalar

Yıl 2017, Cilt: 7 Sayı: 1, 92 - 101, 01.01.2017

Serap Uzun , Çiğdem Albayrak Kaştaş Orhan Büyükgüngör İsmet Şenel

Öz

Bu çalışmada, o-hidroksi Schiff Bazı türevi olan E -2-Bromo-4-metoksi-6-[ p-tolilimino metil]fenol molekülünün moleküler ve kristal yapısı tek kristal X-ışını kırınımı ve IR spektroskopileri ile karakterize edildi. Kuantum mekaniksel hesaplamalarda Yoğunluk Fonksiyoneli Teorisi B3LYP/6-31G d,p baz seti kullanılarak çalışmalarımız desteklendi. X-ışını kristalografisi verilerine göre bileşiğin katı halde fenol-imin tautomerik formu benimsediği gözlenmiştir.Molekülün iki tautomerik formu da DFT/B3LYP/6-31G d,p yöntemi kullanılarak incelenmiştir. Potansiyel enerji yüzeyi PES taraması OH tautomerik formun optimize geometrisi üzerinden gerçekleştirilmiştir ve içsel koordinat olarak O–H bağ uzunluğu kullanılmıştır. PES süreci, bizlere moleküler geometri üzerinde proton transferi etkilerini anlamak için yardımcı olur. Aynı zamanda bu çalışmada, molekülün doğrusal olmayan optik NLO özellikleri de incelenmiştir

Anahtar Kelimeler

Yoğunluk fonksiyoneli teorisi DFT, Doğrusal olmayan optik özellikler NLO, Schiff bazı, Tautomerizasyon

Combined X-ray, IR, intramolecular proton transfer and quantum chemical studies on E -2-Bromo-4-methoxy-6-[ p-tolylimino methyl]phenol

Öz

In this work, molecular and crystal structure of E -2-Bromo-4-methoxy-6-[ p-tolylimino methyl] phenol which is an o-hydroxy Schiff base derivative was characterized by X-ray single crystal diffraction, IR spectroscopy. In the quantum mechanical calculations, the density functional theory B3LYP with 6-31G d, p was used to support our studies. According to the X-ray crystallographic data, the title compound adopted the phenol-imine tautomeric form in solid state.The two possible tautomeric forms of the title compound were investigated using DFT method with B3LYP applying 6-31G d, p basis set. A relaxed potantial energy surface PES scan was performed based on the optimized geometry of the OH tautomeric form and O–H bond distances were used as the redundant internal coordinate. PES scan process was helped us for understand the effects of transfer on the molecular geometry. At the same time, in this study, we were investigated nonlinear optical properties NLO of the title molecule.

Anahtar Kelimeler

Schiff base, Tautomerism, HOMA, Nonlinear optical properties NLO, Density functional theory DFT .

Kaynakça

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