Title of article
Studies on rotational barriers of N–C axially chiral compounds: increase in the rotational barrier by aromatization
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 ,
Issue Information
هفته نامه با شماره پیاپی سال 2012
Pages
5
From page
4332
To page
4336
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
Journal title
Tetrahedron Letters
Serial Year
2012
Journal title
Tetrahedron Letters
Record number
1881514
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