Author/Authors :
Suzumura، نويسنده , , Naomi and Kageyama، نويسنده , , Masato and Kamimura، نويسنده , , Daichi and Inagaki، نويسنده , , Takahiro and Dobashi، نويسنده , , Yasuo and Hasegawa، نويسنده , , Hiroshi and Fukaya، نويسنده , , Haruhiko and Kitagawa، نويسنده , , Osamu، نويسنده ,
Abstract :
The rotational barriers in axially chiral quinolin-2-one and quinazolin-2-one possessing N-(ortho-tert-butyl)phenyl group were found to significantly increase in comparison with those of corresponding dihydroquinolin-2-one and dihydroquinazolin-2-one. Analysis of transition state structure during N–Ar bond rotation based on DFT calculation indicates that the increase in the rotational barrier is due to considerable distortion of the nitrogen-containing heterocyclic part.
Keywords :
Axially chiral , aromatization , Rotational barrier , Quinolinone , Quinazolinone
