Vinyl carbanions. 2. Simultaneous hydrogen-deuterium exchange and addition of ethyl [2H]alcohol to trans-cinnamonitrile catalyzed by sodium ethoxide

1976 ◽  
Vol 41 (20) ◽  
pp. 3246-3250 ◽  
Author(s):  
B. A. Feit ◽  
R. Pazhenchevsky ◽  
B. Pazhenchevsky
Keyword(s):  
Sodium Ethoxide ◽  
Deuterium Exchange ◽  
Hydrogen Deuterium Exchange ◽  
Hydrogen Deuterium

Base-catalyzed Deuteration of Tricarbonylchromium Complexes

1972 ◽  
Vol 50 (1) ◽  
pp. 118-121 ◽  
Author(s):  
M. Ashraf
Keyword(s):  
Sodium Ethoxide ◽  
Deuterium Exchange ◽  
Steric Effects ◽  
Hydrogen Deuterium Exchange ◽  
Kinetically Controlled ◽  
Hydrogen Deuterium ◽  
Random Substitution ◽  
Tricarbonylchromium Complexes

Hydrogen–deuterium exchange in tricarbonylchromium complexes of anisole, ethylbenzoate, and N,N-dimethylaniline has been studied for solutions in ethanol-O-d1, containing sodium ethoxide. The extent of deuteration has been estimated mass spectroscopically and the position of deuteration by n.m.r. spectroscopy. In this kinetically controlled reaction ortho-substitution has been found to be predominantly preferred in case of anisole complex, whereas random substitution was observed (n.m.r.) for ethylbenzoate complex. The results are interpreted in terms of chelative, inductive, mesomeric, and steric effects of the substituents.

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