DFT Analysis on Structural, Spectroscopic and Electronic Properties of n-Tolylurea (n = o, m, p)

Year 2020, Volume: 10 Issue: 2, 479 - 492, 15.12.2020

Nuri Öztürk

https://doi.org/10.31466/kfbd.820541

Abstract

Spectroscopic and electronic properties of the n-tolylurea (n= o, m and p) molecules have been characterized by using vibrational (FT-IR and Raman), ¹H and ¹³C NMR and UV-Vis. spectroscopies. Theoretical geometry parameters (bond lengths and angles), vibrational wavenumbers, NMR chemical shifts, frontier orbital energies and UV-Vis. parameters (wavelengths, excitation energies, oscillator strength) have been calculated using DFT/B3LYP quantum chemical method with 6-311++G(d,p) basis set to compare with the experimental results obtained from the literature. Assignments of the vibrational wavenumbers have been performed by Potential Energy Distribution analyses by using VEDA 4 software. The highest occupied molecular orbital and the lowest unoccupied molecular orbital analyses, UV-Vis. electronic absorption parameters and Molecular Electrostatic Potential surface of molecules have been studied to explain electronic transitions, intramolecular charge transfer and interaction sites in the molecule. Electrophilic and nucleophilic regions have been appeared on the oxygen and amine hydrogens in the urea group. The difference between experimental and calculated torsion angles of the N-aryl bond showed the existence of intermolecular and intramolecular interactions.

Keywords

n-Tolylurea, DFT/B3LYP, Vibrational Spectroscopy, NMR chemical shifts, UV-Vis

n-Tolilürenin (n= o, m, p) Yapısal, Spektroskopik ve Elektronik Özellikleri Üzerine DFT Analizleri

Abstract

n-tolilüre (n = o, m ve p) moleküllerinin spektroskopik ve elektronik özellikleri titreşim (FT-IR ve Raman), ¹H ve ¹³C NMR ve UV-Vis. spektroskopileri kullanılarak karakterize edilmiştir. Teorik geometri parametreleri (bağ uzunlukları ve açıları), titreşim dalgasayıları, NMR kimyasal kaymaları, sınır orbital enerjileri ve UV-Vis. parametreleri (dalgaboyları, uyarılma enerjileri, osilatör şiddeti), literatürden elde edilen deneysel sonuçlarla karşılaştırmak için DFT/B3LYP kuantum kimyasal yöntemi kullanılarak 6-311++G(d,p) baz setiyle hesaplanmıştır. VEDA 4 yazılımı kullanılarak Potansiyel Enerji Dağılımı analizi ile titreşim dalgasayılarının atamaları yapılmıştır. En yüksek işgal edilen moleküler orbital ve en düşük boş moleküler orbital analizleri, UV-Vis. elektronik absorpsiyon parametreleri ve Moleküllerin Moleküler Elektrostatik Potansiyel yüzeyi, elektronik geçişleri, molekül içi yük transferini ve moleküldeki etkileşim bölgelerini açıklamak için incelenmiştir. Elektrofilik ve nükleofilik bölgeler üre grubundaki oksijen atomu ve amin hidrojenleri üzerinde görülmüştür. N-aril bağlarının deneysel ve hesaplanmış burulma açıları arasındaki fark, moleküller arası ve molekül içi etkileşimlerin varlığını göstermiştir.

Keywords

n-Tolilüre, DFT/B3LYP, Titreşim Spektroskopisi, NMR kimyasal kaymaları, UV-Vis.

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