Protonation equilibria of amides and related compounds. Part III. ? and ? + Correlations in some N-substituted benzamides

Author(s):  
D. W. Farlow ◽  
R. B. Moodie
1995 ◽  
Vol 67 (15) ◽  
pp. 2567-2574 ◽  
Author(s):  
Khalid. Mernissi-Arifi ◽  
Laurent. Schmitt ◽  
Gilbert. Schlewer ◽  
Bernard. Spiess

1981 ◽  
Vol 34 (5) ◽  
pp. 957 ◽  
Author(s):  
CW Fong ◽  
HG Grant

The torsional angles in 30 N-substituted benzamides and related compounds have been estimated by the use of the 13C substituent chemical shifts of the meta and para carbon atoms. Steric interaction between the N-substituted groups and the ortho hydrogen atoms of the benzene ring is the major determinant of non-planarity in these systems. A linear relationship between steric substituent constants of the N-substituted groups of some benzamides and the torsional angles is proposed. Dynamic processes involving rotation about the C-N bond, nitrogen inversion and ring inversion contribute a dynamic steric effect to the overall steric interaction. The preferred conformations of some N-substituted groups is also discussed.


1966 ◽  
Vol 44 (20) ◽  
pp. 2387-2394 ◽  
Author(s):  
T. H. Siddall III ◽  
R. H. Garner

Studies were made of the relative rates of rotation around the benzene-to-carbonyl, carbonyl-to-nitrogen, and nitrogen-to-benzene bonds in some α-naphthamides, o-substituted benzamides, and related compounds. In general bulky substituents on the nitrogen atom tend to increase the rate of rotation around the carbonyl-to-nitrogen bond, but to decrease the rate around the benzene-to-carbonyl bond. Naphthanilides with o-substitution in the benzene ring have a rapid rate of rotation around the naphthalene-to-carbonyl bond compared with other naphthamides. Relative rates of rotation can be rationalized on the basis of combined steric and electronic effects.


2013 ◽  
Author(s):  
A. V. Kalueff ◽  
A. M. Stewart ◽  
V. Gjeloshi ◽  
D. Kondaveeti ◽  
N. Neelkantan ◽  
...  
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