Ab Initio and DFT Studies of Conformational Properties of Heteroatom Containing Ketene Analogues and Their Comparison with the Related Cyclic Analogues

Minimum-energy and transition state geometries of 3-thioxoprop-2-enethial, 3-thioxoacrylaldehyde, 3-oxoprop-2-enethial, 3-selenoxoprop-2-enethial, 3-thioxoprop-2-eneselenal, 3-selenoxoprop-2-eneselenal, 3-oxoacrylaldehyde, 3-selenoxoacrylaldehyde and 3-oxoprop-2-eneselenal were calculated using HF,...

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Main Authors: S. Zahra Sayyed-Alangi, Mohammad T. Baei
Format: Article
Language:English
Published: Wiley 2012-01-01
Series:E-Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2012/380109
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author S. Zahra Sayyed-Alangi
Mohammad T. Baei
author_facet S. Zahra Sayyed-Alangi
Mohammad T. Baei
author_sort S. Zahra Sayyed-Alangi
collection DOAJ
description Minimum-energy and transition state geometries of 3-thioxoprop-2-enethial, 3-thioxoacrylaldehyde, 3-oxoprop-2-enethial, 3-selenoxoprop-2-enethial, 3-thioxoprop-2-eneselenal, 3-selenoxoprop-2-eneselenal, 3-oxoacrylaldehyde, 3-selenoxoacrylaldehyde and 3-oxoprop-2-eneselenal were calculated using HF, B3LYP and MP2 levels of theory and 6-31+G* basis set by rotation around the related -C-C- single bonds. In all of the above mentioned molecules, the s-trans conformation was obtained as the most stable conformer with the 180° dihedral angle, apart from 3-oxoprop-2-enethial and 3-thioxoprop-2-eneselenal which their s-cis conformers were appeared more stability than related to s-trans forms. Their perpendicular geometries, with torsional angles approximately 90°, were as transition state for conformational interconversion between the two global minima forms. Cyclic structures all of the above mentioned molecules were unstable than their linear forms.
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spelling doaj-art-9c365b628be543ecbff08b7cbf79b2682025-08-20T03:38:15ZengWileyE-Journal of Chemistry0973-49452090-98102012-01-019119320210.1155/2012/380109Ab Initio and DFT Studies of Conformational Properties of Heteroatom Containing Ketene Analogues and Their Comparison with the Related Cyclic AnaloguesS. Zahra Sayyed-Alangi0Mohammad T. Baei1Department of Chemistry, Azadshahr Branch, Islamic Azad University, Azadshahr, Golestan, IranDepartment of Chemistry, Azadshahr Branch, Islamic Azad University, Azadshahr, Golestan, IranMinimum-energy and transition state geometries of 3-thioxoprop-2-enethial, 3-thioxoacrylaldehyde, 3-oxoprop-2-enethial, 3-selenoxoprop-2-enethial, 3-thioxoprop-2-eneselenal, 3-selenoxoprop-2-eneselenal, 3-oxoacrylaldehyde, 3-selenoxoacrylaldehyde and 3-oxoprop-2-eneselenal were calculated using HF, B3LYP and MP2 levels of theory and 6-31+G* basis set by rotation around the related -C-C- single bonds. In all of the above mentioned molecules, the s-trans conformation was obtained as the most stable conformer with the 180° dihedral angle, apart from 3-oxoprop-2-enethial and 3-thioxoprop-2-eneselenal which their s-cis conformers were appeared more stability than related to s-trans forms. Their perpendicular geometries, with torsional angles approximately 90°, were as transition state for conformational interconversion between the two global minima forms. Cyclic structures all of the above mentioned molecules were unstable than their linear forms.http://dx.doi.org/10.1155/2012/380109
spellingShingle S. Zahra Sayyed-Alangi
Mohammad T. Baei
Ab Initio and DFT Studies of Conformational Properties of Heteroatom Containing Ketene Analogues and Their Comparison with the Related Cyclic Analogues
E-Journal of Chemistry
title Ab Initio and DFT Studies of Conformational Properties of Heteroatom Containing Ketene Analogues and Their Comparison with the Related Cyclic Analogues
title_full Ab Initio and DFT Studies of Conformational Properties of Heteroatom Containing Ketene Analogues and Their Comparison with the Related Cyclic Analogues
title_fullStr Ab Initio and DFT Studies of Conformational Properties of Heteroatom Containing Ketene Analogues and Their Comparison with the Related Cyclic Analogues
title_full_unstemmed Ab Initio and DFT Studies of Conformational Properties of Heteroatom Containing Ketene Analogues and Their Comparison with the Related Cyclic Analogues
title_short Ab Initio and DFT Studies of Conformational Properties of Heteroatom Containing Ketene Analogues and Their Comparison with the Related Cyclic Analogues
title_sort ab initio and dft studies of conformational properties of heteroatom containing ketene analogues and their comparison with the related cyclic analogues
url http://dx.doi.org/10.1155/2012/380109
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AT mohammadtbaei abinitioanddftstudiesofconformationalpropertiesofheteroatomcontainingketeneanaloguesandtheircomparisonwiththerelatedcyclicanalogues