
TY  - JOUR
A1  - Herrmann, RI 
A1  - Rae, ID 
T1  - The effects of electronic buttressing on the conformations of some orthodisubstituted benzenes
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1972
VL  - 25
IS  - 4
SP  - 811
EP  - 815
KW  - 
UR  - https://doi.org/10.1071/CH9720811 
N2  - When one of a pair of substituents ortho to each other on a benzene ring is conjugated with an appropriate para substituent, it is pulled towards coplanarity with the aromatic ring and the other substituent has to take a greater share of the twisting necessary to avert steric conflict. This effect, termed electronic buttressing, is demonstrated in the proton magnetic resonance spectra of 5-dimethylamino-2- nitroanilines, 5-substituted methyl 2-nitrobenzoates, and 4-substituted 1,2-dinitrobenzenes. In this latter group the size of the effect is shown to depend on the conjugative ability of the 4-substituent. 
ER  -

