Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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Synthesis and Structural Properties of Axially Chiral Binaphthothiophene Dicarboxylic Acid
Takuya Murai, Yongning Xing, Toshifumi Kuribayashi, Wenjie Lu, Jing-Dong Guo, Ramesh Yella, Shohei Hamada, Takahiro Sasamori, Norihiro Tokitoh, Takeo Kawabata, Takumi Furuta
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Keywords: axial chirality, chalcogen bond, naphthothiophene, dicarboxylic acid, circular dichroism
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2018 Volume 66 Issue 12 Pages 1203-1206

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Abstract

Axially chiral binaphthothiophene dicarboxylic acid was prepared as a novel functionalized chiral dicarboxylic acid. The crystal structures of both the racemic form and its salt with chiral diamine revealed the intramolecular S···O interactions (chalcogen bonds) between the sulfur in the naphthothiophene rings and the oxygen of the carboxy groups. The negative–positive and the positive–negative Cotton effects from longer to shorter wavelengths were observed for (R)- and (S)-enantiomers, respectively, in the circular dichroism (CD) spectra.

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© 2018 The Pharmaceutical Society of Japan
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