DFT calculations on 1-hetero-2,5-cyclohexadiene-1-oxide: molecular structure and Stability

Molecular structures of 1-hetero-2,5-cyclohexadiene-1-oxide, XO, are studied and compared with their corresponding deoxygenated compound, 1-hetero-2,5-cyclohexadiene, X, using DFT at B3LYP/6-311++G** level. The most stable boat conformers are found for <b...

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Main Author:	E. Vessally
Format:	Article
Language:	English
Published:	Chemical Society of Ethiopia 2010-08-01
Series:	Bulletin of the Chemical Society of Ethiopia
Subjects:	Molecular structure Stability 4H-Thiopyran 4H-Thiopyran-1-oxide 1-Hetero-2 5-cyclohexadiene-1-oxide Isodesmic reaction NICS
Online Access:	http://ajol.info/index.php/bcse/article/view/54750

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spelling	doaj-ac1596834ab248c8bd51313b5535146b2020-11-24T20:57:19ZengChemical Society of EthiopiaBulletin of the Chemical Society of Ethiopia1011-39241726-801X2010-08-01242217226<b>DFT calculations on 1-hetero-2,5-cyclohexadiene-1-oxide: molecular structure and Stability</b> E. VessallyMolecular structures of 1-hetero-2,5-cyclohexadiene-1-oxide, <b>X<sub>O</sub></b>, are studied and compared with their corresponding deoxygenated compound, 1-hetero-2,5-cyclohexadiene, X, using DFT at B3LYP/6-311++G** level. The most stable boat conformers are found for <b>O<sub>O</sub></b>, <b>S<sub>O</sub></b>, <b>Se<sub>O</sub></b>, <b>P<sub>O</sub></b>, <b>As<sub>O</sub></b>, <b>S</b>, <b>Se</b>, <b>N</b>, <b>P</b>, <b>As</b>, and the most stable planar conformers are also found for NO, <b>C<sub>O</sub></b>, <b>Si<sub>O</sub></b>, <b>Ge<sub>O</sub></b>, <b>O</b>, <b>C</b>, <b>Si</b>, <b>Ge</b>. Isodesmic reactions to determine the stabilities of <b>X<sub>O</sub></b> and X are considered. Nuclear independent chemical shifts, NICS, are calculated for the investigation of the homo-aromatic character of <b>X<sub>O</sub></b> and <b>X</b>. The optimised geometries show the bonding in the molecules is explicable in terms of basic chemical concepts. The atomic charges calculated are also reasonable based on the concepts of electronegativity and conjugation.http://ajol.info/index.php/bcse/article/view/54750Molecular structureStability4H-Thiopyran4H-Thiopyran-1-oxide1-Hetero-25-cyclohexadiene-1-oxideIsodesmic reactionNICS
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	E. Vessally
spellingShingle	E. Vessally <b>DFT calculations on 1-hetero-2,5-cyclohexadiene-1-oxide: molecular structure and Stability</b> Bulletin of the Chemical Society of Ethiopia Molecular structure Stability 4H-Thiopyran 4H-Thiopyran-1-oxide 1-Hetero-2 5-cyclohexadiene-1-oxide Isodesmic reaction NICS
author_facet	E. Vessally
author_sort	E. Vessally
title	<b>DFT calculations on 1-hetero-2,5-cyclohexadiene-1-oxide: molecular structure and Stability</b>
title_short	<b>DFT calculations on 1-hetero-2,5-cyclohexadiene-1-oxide: molecular structure and Stability</b>
title_full	<b>DFT calculations on 1-hetero-2,5-cyclohexadiene-1-oxide: molecular structure and Stability</b>
title_fullStr	<b>DFT calculations on 1-hetero-2,5-cyclohexadiene-1-oxide: molecular structure and Stability</b>
title_full_unstemmed	<b>DFT calculations on 1-hetero-2,5-cyclohexadiene-1-oxide: molecular structure and Stability</b>
title_sort	<b>dft calculations on 1-hetero-2,5-cyclohexadiene-1-oxide: molecular structure and stability</b>
publisher	Chemical Society of Ethiopia
series	Bulletin of the Chemical Society of Ethiopia
issn	1011-3924 1726-801X
publishDate	2010-08-01
description	Molecular structures of 1-hetero-2,5-cyclohexadiene-1-oxide, <b>X<sub>O</sub></b>, are studied and compared with their corresponding deoxygenated compound, 1-hetero-2,5-cyclohexadiene, X, using DFT at B3LYP/6-311++G** level. The most stable boat conformers are found for <b>O<sub>O</sub></b>, <b>S<sub>O</sub></b>, <b>Se<sub>O</sub></b>, <b>P<sub>O</sub></b>, <b>As<sub>O</sub></b>, <b>S</b>, <b>Se</b>, <b>N</b>, <b>P</b>, <b>As</b>, and the most stable planar conformers are also found for NO, <b>C<sub>O</sub></b>, <b>Si<sub>O</sub></b>, <b>Ge<sub>O</sub></b>, <b>O</b>, <b>C</b>, <b>Si</b>, <b>Ge</b>. Isodesmic reactions to determine the stabilities of <b>X<sub>O</sub></b> and X are considered. Nuclear independent chemical shifts, NICS, are calculated for the investigation of the homo-aromatic character of <b>X<sub>O</sub></b> and <b>X</b>. The optimised geometries show the bonding in the molecules is explicable in terms of basic chemical concepts. The atomic charges calculated are also reasonable based on the concepts of electronegativity and conjugation.
topic	Molecular structure Stability 4H-Thiopyran 4H-Thiopyran-1-oxide 1-Hetero-2 5-cyclohexadiene-1-oxide Isodesmic reaction NICS
url	http://ajol.info/index.php/bcse/article/view/54750
work_keys_str_mv	AT evessally bdftcalculationson1hetero25cyclohexadiene1oxidemolecularstructureandstabilityb
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<b>DFT calculations on 1-hetero-2,5-cyclohexadiene-1-oxide: molecular structure and Stability</b>

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