Salt effects on the conformational behavior of 5-substituted 1,3-dioxanes

Since their introduction by E. L. Eliel nearly four decades ago, derivatives of 1,3-dioxane have proved useful in conformational analysis. Examples are discussed, where 5-polar substituents permit the evaluation of fundamental phenomena such as attractive and repulsive effects, electrostatic interac...

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Veröffentlicht in:Pure and applied chemistry 2003-05, Vol.75 (5), p.589-599
Hauptverfasser: Juaristi, Eusebio, Rosquete-Pina, G. A., Vázquez-Hernández, M., Mota, A. J.
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Sprache:eng
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Zusammenfassung:Since their introduction by E. L. Eliel nearly four decades ago, derivatives of 1,3-dioxane have proved useful in conformational analysis. Examples are discussed, where 5-polar substituents permit the evaluation of fundamental phenomena such as attractive and repulsive effects, electrostatic interactions, and stereoelectronic effects. By the same token, 2-substituted 1,3-dioxanes, 1,3-dithianes, and 1,3-oxathianes are useful frameworks for the study of the anomeric effect and the associated structural and spectroscopic manifestations, such as the so-called Perlin effects. In view of the varied and essential involvement of metal ions and inorganic salts in biological processes, 5-substituted 1,3-dioxanes are presently being examined in the presence of Li , Na , K , Ag , Mg , Ca , Ba , and other cations, with the aim to increase the understanding of biomolecular properties in vivo.
ISSN:0033-4545
1365-3075
DOI:10.1351/pac200375050589