通过氧化邻苯-吡咯-噻吩二聚体合成含杂环螺旋烯的大环杂芳烃。

IF 2.1 4区化学 Q2 CHEMISTRY, ORGANIC

Beilstein Journal of Organic Chemistry Pub Date : 2025-07-31 eCollection Date: 2025-01-01 DOI:10.3762/bjoc.21.119

Yusuke Matsuo, Aoi Nakagawa, Shu Seki, Takayuki Tanaka

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引用次数: 0

摘要

大环杂芳烃阵列的分子内氧化融合反应为应变多环杂芳烃大环提供了很有前途的功能分子。在这项研究中，我们制备了一个邻苯-吡咯-噻吩杂化二十烷，作为该系列中最大的环阵列。与[二（三氟乙酰氧基）碘]苯（PIFA）的氧化融合反应生成了环烷型含杂[5]螺旋烯的大环，其结构通过x射线衍射分析得到了明确的揭示。对其光学性质进行了详细的研究。

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Synthesis of an aza[5]helicene-incorporated macrocyclic heteroarene via oxidation of an o-phenylene-pyrrole-thiophene icosamer.

The intramolecular oxidative fusion reaction of macrocyclic heteroaromatic arrays has provided strained polycyclic heteroaromatic macrocycles as promising functional molecules. In this study, we prepared an ortho-phenylene-pyrrole-thiophene hybrid icosamer, as the largest cyclic array in the series. The oxidative fusion reaction with [bis(trifluoroacetoxy)iodo]benzene (PIFA) afforded a cyclophane-type aza[5]helicene-incorporated macrocycle, the structure of which was unambiguously revealed by X-ray diffraction analysis. Its optical properties have been investigated in detail.

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来源期刊

Beilstein Journal of Organic Chemistry 化学-有机化学

CiteScore

4.90

自引率

3.70%

发文量

167

审稿时长

1.4 months

期刊介绍： The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.