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Title: | An anomalous effect of fluorine on the conformational equilibrium of 2-fluorocyclohexane-1,3-dione |
Keywords: | Conformation analysis Organofluorine compounds Steric effect Dipolar interaction Hyperconjugation Análise de conformação Compostos organofluorados Efeito estérico Interação dipolar Hiperconjugação |
Issue Date: | 24-Jan-2019 |
Publisher: | Elsevier |
Citation: | ANDRADE, L. A. F.; SILLA, J. M.; FREITAS. M. P. An anomalous effect of fluorine on the conformational equilibrium of 2-fluorocyclohexane-1,3-dione. Tetrahedron Letters, Elmsford, v. 60, n. 4, p. 355-357, 24 Jan. 2019. |
Abstract: | Conformational stabilities of 2-halocyclohexane-1,3-diones are strongly affected by steric and dipolar effects involving the carbonyl groups and the equatorial halogen. However, 2-fluorocyclohexane-1,3-dione has been found to be mostly equatorial, because of electron delocalization in this conformer that overcomes repulsive interactions, while the other halogen derivatives perform as expected. |
URI: | https://www.sciencedirect.com/science/article/pii/S0040403918315065#! http://repositorio.ufla.br/jspui/handle/1/40845 |
Appears in Collections: | DQI - Artigos publicados em periódicos |
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