Synthesis, Crystallographic Characterization, and Proton-Modulated Physical Properties of an Azulene-Embedded Chiral Nanographene

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2026-10-15 DOI:10.1021/acs.orglett.6c04215

Bihan Leng,Bing Li,Yiting Yang,Hang Ji,Hong Zhang,Sujuan Wang,Jinchong Xiao

引用次数: 0

Abstract

Abstract The construction of novel nanographenes embedded with non-benzenoid rings offers a promising platform for advanced optoelectronic applications. Postfunctionalization of the tribenzo[a,d,g]coronene scaffold with an azulene unit remains largely undeveloped. Herein, we rationally synthesized novel chiral azulene-modified nanographene 6, whose structure was unambiguously confirmed by single-crystal X-ray diffraction. Compound 6 bearing a [6]helicene subunit was resolved via chiral high-performance liquid chromatography (HPLC), and its enantiomers displayed mirror-image CD spectra in dichloromethane regardless of the presence or absence of trifluoroacetic acid. These findings advance the design of tribenzo[a,d,g]coronene-derived nanographenes with tunable optoelectronic properties.

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azulene包埋手性纳米石墨烯的合成、晶体学表征和质子调制物理性质

摘要：新型非苯环嵌套纳米石墨烯的构建为先进光电应用提供了一个有前途的平台。带有azulene单元的三苯[a，d，g]冠烯支架的后功能化在很大程度上仍未开发。本文合理地合成了新型手性偶氮烯修饰的纳米石墨烯6，其结构通过单晶x射线衍射得到了明确的证实。含[6]螺旋烯亚基的化合物6通过高效液相色谱（HPLC）进行了拆分，无论是否存在三氟乙酸，其对映体在二氯甲烷中均显示出镜像CD光谱。这些发现推动了具有可调谐光电性能的三苯并[a，d，g]冠烯衍生纳米石墨烯的设计。

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

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.