Nucleophilic Substitution Reaction of Imidazole with Various 2-Bromo-1-arylethanone Derivatives: A Computational Study

Inthis study, it was intended to investigate the reactions between imidazole and2-bromo-1-arylethanones such as 2-bromoacetophenone,2-bromo-1-(4-chlorophenyl)ethan-1-one,2-bromo-1-(2,4-dichlorophenyl)ethan-1-one and 2-bromo-1-(furan-2-yl)ethan-1-one,computationally. In the study, some Density Functi...

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Main Authors: Fatma Oğuz Erdoğan, Taner Erdoğan
Format: Article
Language:English
Published: Sakarya University 2019-06-01
Series:Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi
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Online Access:https://dergipark.org.tr/tr/download/article-file/649402
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author Fatma Oğuz Erdoğan
Taner Erdoğan
author_facet Fatma Oğuz Erdoğan
Taner Erdoğan
author_sort Fatma Oğuz Erdoğan
collection DOAJ
description Inthis study, it was intended to investigate the reactions between imidazole and2-bromo-1-arylethanones such as 2-bromoacetophenone,2-bromo-1-(4-chlorophenyl)ethan-1-one,2-bromo-1-(2,4-dichlorophenyl)ethan-1-one and 2-bromo-1-(furan-2-yl)ethan-1-one,computationally. In the study, some Density Functional Theory (DFT)calculations have been performed on the chemical species involved in theinvestigated chemical reactions. DFT calculations have been performed at DFTB3LYP (Becke, three-parameter, Lee-Yang-Parr) level of theory using 6-31G(d),6-31G(d,p), 6-311G(d,p) and 6-311+G(2d,p) basis sets. Single Point Energy (SPE)calculations, geometry optimizations, vibrational analysis, Frontier MolecularOrbital (FMO) calculations, global reactivity descriptor determinations,Molecular Electrostatic Potential (MEP) map calculations and estimation of thenuclear magnetic shielding tensors have been carried out at the same levels oftheory. In 1H-NMR calculations, CSGT (Continuous Set of GaugeTransformations) and GIAO (Gauge-Independent Atomic Orbital) models were usedand experimental data have been compared with the computationally obtaineddata.
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publishDate 2019-06-01
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series Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi
spelling doaj-art-53f8898d2ad74f6fba31a8eb581eea5d2025-08-20T01:57:44ZengSakarya UniversitySakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi2147-835X2019-06-0123332233210.16984/saufenbilder.41834328Nucleophilic Substitution Reaction of Imidazole with Various 2-Bromo-1-arylethanone Derivatives: A Computational StudyFatma Oğuz Erdoğan0Taner Erdoğan1Kocaeli University, Kocaeli Vocational School, Department of Chemistry and Chemical Processing Technologies, Kocaeli, TurkeyKocaeli University, Kocaeli Vocational School, Department of Chemistry and Chemical Processing Technologies, Kocaeli, TurkeyInthis study, it was intended to investigate the reactions between imidazole and2-bromo-1-arylethanones such as 2-bromoacetophenone,2-bromo-1-(4-chlorophenyl)ethan-1-one,2-bromo-1-(2,4-dichlorophenyl)ethan-1-one and 2-bromo-1-(furan-2-yl)ethan-1-one,computationally. In the study, some Density Functional Theory (DFT)calculations have been performed on the chemical species involved in theinvestigated chemical reactions. DFT calculations have been performed at DFTB3LYP (Becke, three-parameter, Lee-Yang-Parr) level of theory using 6-31G(d),6-31G(d,p), 6-311G(d,p) and 6-311+G(2d,p) basis sets. Single Point Energy (SPE)calculations, geometry optimizations, vibrational analysis, Frontier MolecularOrbital (FMO) calculations, global reactivity descriptor determinations,Molecular Electrostatic Potential (MEP) map calculations and estimation of thenuclear magnetic shielding tensors have been carried out at the same levels oftheory. In 1H-NMR calculations, CSGT (Continuous Set of GaugeTransformations) and GIAO (Gauge-Independent Atomic Orbital) models were usedand experimental data have been compared with the computationally obtaineddata.https://dergipark.org.tr/tr/download/article-file/649402imidazolephenacyl bromidecomputational chemistryazolesdft
spellingShingle Fatma Oğuz Erdoğan
Taner Erdoğan
Nucleophilic Substitution Reaction of Imidazole with Various 2-Bromo-1-arylethanone Derivatives: A Computational Study
Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi
imidazole
phenacyl bromide
computational chemistry
azoles
dft
title Nucleophilic Substitution Reaction of Imidazole with Various 2-Bromo-1-arylethanone Derivatives: A Computational Study
title_full Nucleophilic Substitution Reaction of Imidazole with Various 2-Bromo-1-arylethanone Derivatives: A Computational Study
title_fullStr Nucleophilic Substitution Reaction of Imidazole with Various 2-Bromo-1-arylethanone Derivatives: A Computational Study
title_full_unstemmed Nucleophilic Substitution Reaction of Imidazole with Various 2-Bromo-1-arylethanone Derivatives: A Computational Study
title_short Nucleophilic Substitution Reaction of Imidazole with Various 2-Bromo-1-arylethanone Derivatives: A Computational Study
title_sort nucleophilic substitution reaction of imidazole with various 2 bromo 1 arylethanone derivatives a computational study
topic imidazole
phenacyl bromide
computational chemistry
azoles
dft
url https://dergipark.org.tr/tr/download/article-file/649402
work_keys_str_mv AT fatmaoguzerdogan nucleophilicsubstitutionreactionofimidazolewithvarious2bromo1arylethanonederivativesacomputationalstudy
AT tanererdogan nucleophilicsubstitutionreactionofimidazolewithvarious2bromo1arylethanonederivativesacomputationalstudy