Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Letter
Chiral Symmetry Breaking of Axially Chiral Nicotinamide by Crystallization from the Melt
Fumitoshi YagishitaKazuma OkamotoNorifumi KamatakiShota KannoTakashi MinoYoshio KasashimaMasami Sakamoto
Author information
JOURNALS RESTRICTED ACCESS

2013 Volume 42 Issue 12 Pages 1508-1510

Details
Abstract

One of six 2-alkylamino-4,6-dimethylnicotinamides afforded a conglomerate, and subsequent X-ray crystallographic analysis revealed that the compound crystallized in the monoclinic system, the space group P21. Crystallization of the racemic nicotinamide from the melt led to the chiral breaking of symmetry from 83 to 92% ee. This amide exhibited considerably stable axial chirality (ΔG: 22.4–23.5 kcal mol−1 at 20 °C) due to rotationally restricted scaffolds for the C–C(=O) bond.

Information related to the author

This article cannot obtain the latest cited-by information.

© 2013 The Chemical Society of Japan
Previous article Next article
feedback
Top