Murai Takuya, Xing Yongning, Kuribayashi Toshifumi, Lu Wenjie, Guo Jing-Dong, Yella Ramesh, Hamada Shohei, Sasamori Takahiro, Tokitoh Norihiro, Kawabata Takeo, Furuta Takumi
Institute for Chemical Research, Kyoto University.
Department of Pharmaceutical Chemistry, Kyoto Pharmaceutical University.
Chem Pharm Bull (Tokyo). 2018;66(12):1203-1206. doi: 10.1248/cpb.c18-00668.
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.
轴向手性联萘并噻吩二羧酸被制备为一种新型的功能化手性二羧酸。外消旋体及其与手性二胺形成的盐的晶体结构揭示了萘并噻吩环中的硫与羧基的氧之间的分子内S···O相互作用（硫属元素键）。在圆二色性（CD）光谱中，分别观察到(R)-和(S)-对映体从长波长到短波长的正负和负正科顿效应。
