scholarly journals Steric perturbation of the conjugated triene chromophore. Conformational analysis of (E)- and (Z)-3-methyl-1,3,5-hexatriene and (Z)-3-tert-butyl-1,3,5-hexatriene

2010 ◽  
Vol 111 (3) ◽  
pp. 138-143 ◽  
Author(s):  
A. M. Brouwer ◽  
L. Bezemer ◽  
H. J. C. Jacobs
Keyword(s):  
Conformational Analysis ◽  
Tert Butyl ◽  
Conjugated Triene

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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