STUDY OF THERMODYNAMIC AND NMR PROPERTIES OF SOME CYCLOHEXANE DERIVATIVES
The preferential conformations of a series of six-membered saturated heterocycles containing oxygen and sulfur atoms, 4-alkyl-6-methyl-1,3-dithiane, with alkyl=methyl, ethyl, propyl, isobuthyl, terbuthyl have been studied by means of ab-initio theoretical methods. The chair conformation is the most stable structure found for all compounds studied here, likewise in its counterparts: cyclohexane, dithiane, and dioxane. The structures show anomalous effects of the chemical shifts, in C2 and C5, due to a σ C-S → σ* C-Hec hyperconjugative interaction. They are also affected by normal Perlin effect in C2, where C2-Hec coupling constants are larger than C2-Hax.
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Sociedad Chilena de Química
2011
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oai:scielo:S0717-970720110004000212012-03-06STUDY OF THERMODYNAMIC AND NMR PROPERTIES OF SOME CYCLOHEXANE DERIVATIVESGERLI C,LORENA ASALAS,M. PAULINACONTRERAS,J. GUILLERMO 4-alkyl-6-methyl-1,3-dithiane conformational analysis NMR The preferential conformations of a series of six-membered saturated heterocycles containing oxygen and sulfur atoms, 4-alkyl-6-methyl-1,3-dithiane, with alkyl=methyl, ethyl, propyl, isobuthyl, terbuthyl have been studied by means of ab-initio theoretical methods. The chair conformation is the most stable structure found for all compounds studied here, likewise in its counterparts: cyclohexane, dithiane, and dioxane. The structures show anomalous effects of the chemical shifts, in C2 and C5, due to a σ C-S → σ* C-Hec hyperconjugative interaction. They are also affected by normal Perlin effect in C2, where C2-Hec coupling constants are larger than C2-Hax.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.56 n.4 20112011-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072011000400021en10.4067/S0717-97072011000400021 |
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GERLI C,LORENA A SALAS,M. PAULINA CONTRERAS,J. GUILLERMO |
| spellingShingle |
GERLI C,LORENA A SALAS,M. PAULINA CONTRERAS,J. GUILLERMO STUDY OF THERMODYNAMIC AND NMR PROPERTIES OF SOME CYCLOHEXANE DERIVATIVES |
| author_facet |
GERLI C,LORENA A SALAS,M. PAULINA CONTRERAS,J. GUILLERMO |
| author_sort |
GERLI C,LORENA A |
| title |
STUDY OF THERMODYNAMIC AND NMR PROPERTIES OF SOME CYCLOHEXANE DERIVATIVES |
| title_short |
STUDY OF THERMODYNAMIC AND NMR PROPERTIES OF SOME CYCLOHEXANE DERIVATIVES |
| title_full |
STUDY OF THERMODYNAMIC AND NMR PROPERTIES OF SOME CYCLOHEXANE DERIVATIVES |
| title_fullStr |
STUDY OF THERMODYNAMIC AND NMR PROPERTIES OF SOME CYCLOHEXANE DERIVATIVES |
| title_full_unstemmed |
STUDY OF THERMODYNAMIC AND NMR PROPERTIES OF SOME CYCLOHEXANE DERIVATIVES |
| title_sort |
study of thermodynamic and nmr properties of some cyclohexane derivatives |
| description |
The preferential conformations of a series of six-membered saturated heterocycles containing oxygen and sulfur atoms, 4-alkyl-6-methyl-1,3-dithiane, with alkyl=methyl, ethyl, propyl, isobuthyl, terbuthyl have been studied by means of ab-initio theoretical methods. The chair conformation is the most stable structure found for all compounds studied here, likewise in its counterparts: cyclohexane, dithiane, and dioxane. The structures show anomalous effects of the chemical shifts, in C2 and C5, due to a σ C-S → σ* C-Hec hyperconjugative interaction. They are also affected by normal Perlin effect in C2, where C2-Hec coupling constants are larger than C2-Hax. |
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Sociedad Chilena de Química |
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2011 |
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http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072011000400021 |
| work_keys_str_mv |
AT gerliclorenaa studyofthermodynamicandnmrpropertiesofsomecyclohexanederivatives AT salasmpaulina studyofthermodynamicandnmrpropertiesofsomecyclohexanederivatives AT contrerasjguillermo studyofthermodynamicandnmrpropertiesofsomecyclohexanederivatives |
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