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

IF 17.7 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Accounts of Chemical Research 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
{"title":"Synthesis and Chiroptical Properties of Cyclic Anthraquinodimethane Dimer Using Au-Templated Method","authors":"Soichiro Sugiyama, Kazuharu Murotani, Fumitaka Ishiwari, Akinori Saeki, Hidetoshi Kawai, Takanori Suzuki, Yoshitaka Tsuchido, Yusuke Ishigaki","doi":"10.1093/chemle/upae102","DOIUrl":null,"url":null,"abstract":"\n 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.","PeriodicalId":1,"journal":{"name":"Accounts of Chemical Research","volume":"41 3","pages":""},"PeriodicalIF":17.7000,"publicationDate":"2024-05-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Accounts of Chemical Research","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1093/chemle/upae102","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

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.
查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
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。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
Accounts of Chemical Research
Accounts of Chemical Research 化学-化学综合
CiteScore
31.40
自引率
1.10%
发文量
312
审稿时长
2 months
期刊介绍: Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.
期刊最新文献
Conjugated Oligoelectrolytes as Optical Probes. Charge State Evolution in Electrocatalysts for Bridging the Activity-Stability Gap in Acidic Oxygen Evolution. Computational and AI-Driven Ecosystem for Structure-Based Covalent Drug Discovery. Metabolic RNA Labeling-Enabled Time-Resolved Single-Cell RNA Sequencing. Multifunctional Guest-Hosting Triple-Stranded Helicates: From Anion Recognition to Quantum Information Applications.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1