Experimental and Theoretical Analysis of (1E,1'E)-N,N'-(hexane-1,6-diyl)bis(1-(thiophen-2-yl)methanimine) and (1E,1'E)-N,N'-(octane-1,8-diyl)bis(1-(thiophen-2-yl)methanimine) Schiff Base Ligands

Year 2019, Volume: 9 Issue: 3, 1431 - 1442, 01.09.2019

Gühergül Uluçam , Büşra Yentürk

https://doi.org/10.21597/jist.500254

Abstract

The aromatic aldehyde thiophene-2-carbaldehyde, using 1,6-diaminohexane and 1,8-diaminoctane, respectively (1E,1'E)-N,N'-(hexane-1,6-diyl)bis(1-(thiophen-2-yl)methanimine) and (1E,1'E)-N,N'-(octane-1,8-diyl)bis(1-(thiophen-2-yl)methanimine) Schiff base ligands were obtained. The ligands were characterized by fourier transform infrared spectroscopy (FT-IR), 1H- and 13C- nuclear magnetic resonance spectroscopy (1H- and 13C- NMR), mass spectroscopy (LC ESI/MS) methods. The antibacterial activity of the ligands was investigated. In addition, the geometric properties of ligands such as bond lengths, bond angles, dihedral angles, electronic properties, highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energies were calculated by using Gaussian 09w program. Experimental and theoretical spectrum data were compared.

Keywords

Tiyofen, Schiff baz, Antibakteriyal Aktivite, Gaussian 09w, DFT/B3LYP

(1E,1'E)-N,N'-(hekzan-1,6-diil)bis(1-(tiyofen-2-il)metanimin) ve (1E,1'E)-N,N'-(oktan-1,8-diil)bis(1-(tiyofen-2-il)metanimin) Schiff Baz Ligantlarının Deneysel ve Teorik Karakterizasyonu

Abstract

Aromatik aldehit olan 2-tiyofen-karboksialdehit sırasıyla 1,6-diaminohekzan ve 1,8-diaminooktan’nın kullanılmasıyla (1E,1'E)-N,N'-(hekzan-1,6-diil)bis(1-(tiyofen-2-il)metanimin) ve (1E,1'E)-N,N'-(oktan-1,8-diil)bis(1-(tiyofen-2-il)metanimin) Schiff baz ligantları elde edildi. Ligantlar fourier transform infrared spektroskopisi (FT-IR), 1H- ve 13C- nükleer manyetik rezonans spektroskopisi (1H- ve 13C- NMR), kütle spektroskopisi (LC ESI/MS) yöntemleri ile karakterize edildi. Ligantların antibakteriyal aktiviteleri araştırıldı. Ayrıca ligantların bağ uzunlukları, bağ açıları, dihedral açıları gibi geometrik özellikleri, elektronik özellikleri, en yüksek dolu moleküler orbital (HOMO) ve en düşük boş moleküler orbital (LUMO) enerjileri Gaussian 09w programı kullanılarak hesaplandı. Deneysel ve teorik spektrum verileri karşılaştırıldı.

Keywords

Tiyofen, Schiff baz, Antibakteriyal Aktivite, Gaussian 09w, YFT/B3LYP

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