
TY  - JOUR
A1  - Fong, CW 
A1  - Grant, HG 
T1  - Torsional angles in N-substituted benzamides and related compounds by carbon-13 N.M.R. chemical shifts
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1981
VL  - 34
IS  - 5
SP  - 957
EP  - 967
KW  - 
UR  - https://doi.org/10.1071/CH9810957 
N2  - 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. 
ER  -

