
TY  - JOUR
A1  - Appleton, JM 
A1  - Andrews, BD 
A1  - Rae, ID 
A1  - Reichert, BE 
T1  - Aromatic amides. V. Intramolecular hydrogen bonding in <I>ortho</i>-substituted anilides
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1970
VL  - 23
IS  - 8
SP  - 1667
EP  - 1677
KW  - 
UR  - https://doi.org/10.1071/CH9701667 
N2  - The proton magnetic resonance spectra of deuterochloroform solutions of a number of ortho-substituted anilines and their S-acyl derivatives have been measured. Variations in the acylation shifts of the ring protons are explained in terms of intramolecular hydrogen bonding between the amide proton and the ortho-substituent. Calculations of the contribution made to the acylation shifts by the anisotropy of the amide group were found to be too sensitive to the molecular geometry to be of any real value. Acylation shifts for a series of 4'-substituted 2'-nitroacetanilides correlate well with the &#963;p values of the 4'-substituents. 
ER  -

