Conformational analysis of 5-substituted 1,3-dioxanes. 4. The use of precise structural information for the understanding of the conformational behavior of cis-5-(tert-butylsulfonyl)- and cis-5-(tert-butylsulfinyl)-2-tert-butyl-1,3-dioxane

1989 ◽  
Vol 54 (25) ◽  
pp. 5963-5967 ◽  
Author(s):  
Eusebio Juaristi ◽  
Barbara Gordillo ◽  
Roberto Martinez ◽  
Ruben A. Toscano
Keyword(s):  
Conformational Analysis ◽  
Structural Information ◽  
Conformational Behavior ◽  
Tert Butyl

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

2003 ◽  
Vol 75 (5) ◽  
pp. 589-599 ◽  
Author(s):  
Eusebio Juaristi ◽  
G. A. Rosquete-Pina ◽  
M. Vázquez-Hernández ◽  
A. J. Mota
Keyword(s):  
Conformational Analysis ◽  
Metal Ions ◽  
Electrostatic Interactions ◽  
Inorganic Salts ◽  
Conformational Behavior ◽  
Anomeric Effect ◽  
Biological Processes ◽  
Polar Substituents ◽  
Derivatives Of

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 gauche 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+, Mg2+, Ca2+, Ba2+, and other cations, with the aim to increase the understanding of biomolecular properties in vivo.

Application of photoelectron spectroscopy to substituent effects. Conformational analysis of some flexible allylic ethers and alcohols

1979 ◽  
Vol 57 (14) ◽  
pp. 1890-1896 ◽  
Author(s):  
R. S. Brown ◽  
R. W. Marcinko ◽  
A. Tse
Keyword(s):  
Conformational Analysis ◽  
Gas Phase ◽  
Photoelectron Spectroscopy ◽  
Ionization Energy ◽  
Substituent Effects ◽  
Allylic Alcohol ◽  
Tert Butyl ◽  
Cis And Trans ◽  
Allylic Ethers

He(I) photoelectron (pe) spectroscopy is applied to determine the preferred gas phase conformations of a limited number of flexible allylic ethers and alcohols. Based on earlier observations that the π-ionization energy is increased more when the allylic C—O bond is coplanar (with the π-system) than when it is perpendicular, the pe spectrum of cis and trans-4-tert-butyl-2-cyclohexanol and their corresponding ethers, and 5α-hydroxy(and methoxy)-10α-Δ3-octalin have been determined. The results indicate that when a coplanar arrangement of the allylic C—O bond can be attained, it is preferred, leading to a favored conformation of the allylic alcohol or ether.

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