Absolute configuration determination of the anti-head-to-head photocyclodimer of anthracene-2-carboxylic acid through cocrystallization with L-prolinol.

IF 0.8 4区 化学
Yuko Kawanami, Hidekazu Tanaka, Jun-ichi Mizoguchi, Nobuko Kanehisa, Gaku Fukuhara, Masaki Nishijima, Tadashi Mori, Yoshihisa Inoue
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引用次数: 3

Abstract

The absolute configuration has been established of the enantiopure anti-head-to-head cyclodimer of anthracene-2-carboxylic acid (AC) cocrystallized with L-propinol and dichloromethane [systematic name: (S)-2-(hydroxymethyl)pyrrolidin-1-ium (5R,6S,11R,12S)-8-carboxy-5,6,11,12-tetrahydro-5,12:6,11-bis([1,2]benzeno)dibenzo[a,e][8]annulene-2-carboxylate dichloromethane monosolvate], C5H12NO(+)·C30H19O4(-)·CH2Cl2. In the crystal structure, the AC dimer interacts with L-prolinol through a nine-membered hydrogen-bonded ring [R2(2)(9)], while the dichloromethane molecule is incorporated to fill the void space. The absolute configuration determined in this study verifies a recent assignment made by comparing theoretical versus experimental circular dichroism spectra.

用l -脯氨醇共结晶法测定2-蒽-羧酸反头对头光环二聚体的绝对构型。
建立了蒽-2-羧酸(AC)与l -丙醇和二氯甲烷共结晶的对映纯反头对头环二聚体的绝对构型[系统名称:(S)-2-(羟甲基)吡咯烷-1-ium (5R,6S,11R,12S)-8-羧基-5,6,11,12-四氢- 5,12,6 - 11-双([1,2]苯)二苯并[a,e][8]环烯-2-羧酸二氯甲烷单溶剂],C5H12NO(+)·C30H19O4(-)·CH2Cl2]。在晶体结构中,AC二聚体通过一个九元氢键环与l -脯氨酸相互作用[R2(2)(9)],同时加入二氯甲烷分子填充空隙空间。本研究确定的绝对构型验证了最近通过比较理论和实验圆二色光谱所作的分配。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
自引率
12.50%
发文量
0
审稿时长
1 months
期刊介绍: Acta Crystallographica Section C: Structural Chemistry is continuing its transition to a journal that publishes exciting science with structural content, in particular, important results relating to the chemical sciences. Section C is the journal of choice for the rapid publication of articles that highlight interesting research facilitated by the determination, calculation or analysis of structures of any type, other than macromolecular structures. Articles that emphasize the science and the outcomes that were enabled by the study are particularly welcomed. Authors are encouraged to include mainstream science in their papers, thereby producing manuscripts that are substantial scientific well-rounded contributions that appeal to a broad community of readers and increase the profile of the authors.
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