Reaction of cis- and trans-4-tert-butyl-1-methoxy-1-phenylphosphorinanium hexafluorophosphate with aqueous hydroxide. Axial vs. equatorial displacement of methoxide

1978 ◽  
Vol 43 (4) ◽  
pp. 760-762 ◽  
Author(s):  
Kenneth L. Marsi ◽  
James L. Jasperse
Keyword(s):  
Tert Butyl ◽  
Cis And Trans

The structure of organophosphorus compounds. Part XLIII. The molecular structure of cis- and trans-λ3-amino-2,4,6 -tri(Tert-Butyl)Phenyliminophosphines

1990 ◽  
Vol 31 (2) ◽  
pp. 292-300
Author(s):  
A. N. Chernega ◽  
M. Yu. Antipin ◽  
Yu. T. Struchkov ◽  
A. B. Drapailo ◽  
V. D. Romanenko
Keyword(s):  
Molecular Structure ◽  
Organophosphorus Compounds ◽  
Tert Butyl ◽  
Cis And Trans

Study on the enolization of alkylation of cis and trans 2-tert-5-X-1,3-dioxanes (X = CO2CH3, CHO, COPh, NO2, and CN). Evidence for stereoelectronic control

1986 ◽  
Vol 64 (9) ◽  
pp. 1788-1794 ◽  
Author(s):  
Alexis Ndibwami ◽  
Pierre Deslongchamps
Keyword(s):  
Alkylating Agent ◽  
Trans Isomers ◽  
Tert Butyl ◽  
Cyclohexane Carboxylate ◽  
Stereoelectronic Control ◽  
Cis And Trans

Alkylation of 2-tert-butyl-5-X-1,3-dioxanes (X = CO2CH3, COPh, and NO2) was studied. Products resulting from an equatorial approach of the alkylating agent are preferentially formed when X = CO2CH3 and NO2. Also, the cis isomers that have an equatorial hydrogen at C-5 were found to deprotonate at a faster rate than the trans isomers when X = CO2CH3, COPh, CHO, and CN. These results are compared with those obtained with methyl 2-tert-butyl cyclohexane carboxylate and are interpreted by taking into account stereoelectronic principles.

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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