Synthesis and Chiroptical Properties of Cyclic Anthraquinodimethane Dimer Using Au-Templated Method

IF 1.4 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Chemistry Letters Pub Date : 2024-05-23 DOI:10.1093/chemle/upae102
Soichiro Sugiyama, Kazuharu Murotani, Fumitaka Ishiwari, Akinori Saeki, Hidetoshi Kawai, Takanori Suzuki, Yoshitaka Tsuchido, Yusuke Ishigaki
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Abstract

Cyclic anthraquinodimethane (AQD) dimer with a highly constrained structure was synthesized by using the Au-templated method. X-ray diffraction analysis and UV-Vis spectroscopy revealed that the AQD skeleton adopts a deeply folded structure and exhibits red-shifted absorptions in the dimer compared to those in non-cyclized monomeric AQD. Due to the rigid and constrained structure, both enantiomers of the cyclic AQD dimer with planar chirality can be isolated and show strong circular dichroism signals. It is demonstrated that the Au-templated method is a valuable way to access a highly constrained cyclic structure with AQD skeletons.
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使用金-模板法合成环状蒽醌二甲烷二聚体及其光电特性
利用金模板法合成了结构高度受限的环状蒽醌二甲烷(AQD)二聚体。X 射线衍射分析和紫外可见光谱分析显示,蒽醌二甲烷骨架采用了深度折叠结构,与非环化单体蒽醌二甲烷相比,二聚体中的蒽醌二甲烷具有红移吸收。由于具有刚性和约束结构,具有平面手性的环状 AQD 二聚体的两种对映体都可以分离出来,并显示出强烈的圆二色性信号。该研究表明,以金为模板的方法是获得具有 AQD 骨架的高约束环状结构的重要途径。
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来源期刊
Chemistry Letters
Chemistry Letters 化学-化学综合
CiteScore
3.00
自引率
6.20%
发文量
260
审稿时长
1.2 months
期刊介绍: Chemistry Letters covers the following topics: -Organic Chemistry- Physical Chemistry- Inorganic Chemistry- Analytical Chemistry- Materials Chemistry- Polymer Chemistry- Supramolecular Chemistry- Organometallic Chemistry- Coordination Chemistry- Biomolecular Chemistry- Natural Products and Medicinal Chemistry- Electrochemistry
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