@article{5481a57c18234629884a61b8be900737,
title = "Studies on rotational barriers of N-C axially chiral compounds: Increase in the rotational barrier by aromatization",
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 = "Aromatization, Axially chiral, Quinazolinone, Quinolinone, Rotational barrier",
author = "Naomi Suzumura and Masato Kageyama and Daichi Kamimura and Takahiro Inagaki and Yasuo Dobashi and Hiroshi Hasegawa and Haruhiko Fukaya and Osamu Kitagawa",
note = "Funding Information: This work was partly supported by a Grant-in-Aid (C22590015) for Scientific Research and the Ministry of Education, Science, Sports, and Culture of Japan. ",
year = "2012",
month = aug,
day = "15",
doi = "10.1016/j.tetlet.2012.06.007",
language = "English",
volume = "53",
pages = "4332--4336",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "33",
}