Carbonyl stretching vibrations of 5-halogen-2-thiophenecarboxaldehydes: KBM, AN, SWAIN and LSER parameters

Year 2016, Volume: 22 Issue: 7, 609 - 612, 21.12.2016

Cemal Parlak , Özgür Alver

Abstract

Halogen and solvent influence on the conformational stability and carbonyl stretching vibration of 5-Halogeno-2-thiophenecarboxaldehydes (C5H3XOS; X=F, Cl or Br) were investigated by the density functional theory using the B3LYP functional, 6-311+G(3df,p) basis set and polarizable continuum model. Calculations were performed by the cis and trans forms of the compounds in eighteen different solvents. The carbonyl stretching frequencies were correlated with some solvent parameters such as the Kirkwood-Bauer-Magat equation, the solvent acceptor number, Swain parameters and the linear solvation energy relationships. The findings of this research will be useful for thiophenecarboxaldehydes.

Keywords

5-Halogeno-2-thiophenecarboxaldehyde, DFT, Solvent effect

5-halojen-2-tiyofenkarboksaldehitlerin karbonil gerilme titreşimleri: KBM, AN, SWAIN ve LSER parametreleri

Abstract

5-halojen-2-tiyofenkarboksaldehitlerin
(C5H3XOS; X=F, Cl veya Br) yapısal denge ve karbonil gerilme titreşimleri
üzerindeki çözücü ve halojen etkileri yoğunluk fonksiyoneli teorisi ile B3LYP
fonksiyoneli, 6-311+G(3df,p) baz seti ve kutuplanabilir süreklilik modeli kullanılarak
incelendi. Hesaplamalar on sekiz farklı çözücü içinde moleküllerin cis ve trans
konformasyonları ele alınarak yürütüldü. Çözücü içindeki karbonil gerilme
titreşim frekansları Kirkwood-Bauer-Magat denklemi, çözücü akseptör sayısı,
Swain parametreleri ve lineer çözünme enerji ilişkisi gibi çözücü skalaları ile
incelendi. Bu çalışmanın sonuçları tiyofen-karboksaldehit türevleri için
faydalı olacaktır.

Keywords

5-Halojen-2-tiyofenkarboksaldehit, YFT, Çözücü etkisi

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