Extended Pyrazinacenes as a New Class of Near-Infrared Emissive Materials for Potential Bioimaging Applications

延伸吡嗪并苯作为一类新型近红外发射材料，具有潜在的生物成像应用

• 批准号: 21K05044
• 负责人: RICHARDS GARY
• 金额: $ 2.58万
• 依托单位: Shibaura Institute of Technology
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 2021
• 资助国家: 日本
• 起止时间: 2021-04-01 至 2024-03-31
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-21K05044/
• 关键词: Pyrazinacenes; Azaacenes; Near Infrared Emitters; Fluorescence; REDOX; Near infrared absorption

We have continued to synthesize new pyrazinacenes mainly consisting of four or five consecutively fused pyrazine rings appended with electron-donating substituents that are redox active. Oxidized species show remarkably red-shifted absorption compared to the reduced species.We have improved the synthesis of the water-soluble tetradecaazaheptacene to give better yield. This compound has been used for cellular imaging in the near infrared region. This was possible through use of a non-cytotoxic beta-cyclodextrin delivery agent which helped to prevent chromophore aggregation in aqueous solution.We have now developed the synthesis of pyrazinacenes consisting of 8 consecutively fused pyrazine rings - now the longest-known pyrazinacenes.

我们继续合成主要由四个或五个连续融合的吡嗪环组成的新吡嗪类苯甲酸，附加了氧化还原活性的电子粉状取代基。与降低的物种相比，氧化物种表现出非常红变的吸收。我们改善了水溶性四核四核酸苯甲烷的合成，以获得更好的产量。该化合物已用于近红外区域的细胞成像。通过使用非环毒性β-环糊精剂递送剂，这有助于防止水溶液中的发色团聚集。我们现在已经开发了由8种偶然融合的吡嗪环组成的吡嗪类烯的合成 - 现在是最早的吡唑烯烯。

项目成果

Photoredox Photophysical Properties, Liquid Crystalline Behaviour and Activity of Phenanthrene-Terminated Pyrazinacenes

菲封端吡嗪并苯的光氧化还原光物理性质、液晶行为和活性

• 发表时间: 2021
• 作者: Gary J. RICHARDS;Jonathan P. Hill;Akiko HORI
• 通讯作者: Akiko HORI

Pyrazinacenes as a New Class of Highly Fluorescent REDOX Active Chromophores

吡嗪并苯作为一类新型高荧光氧化还原活性发色团

• DOI: 10.4011/shikizai.96.131
• 发表时间: 2023
• 期刊: Journal of the Japan Society of Colour Material
• 作者: RICHARDS Gary J.;AOKI Keita;AKIBAYASHI Daiki;TAMBOLI Majid;HILL Jonathan P.;HORI Akiko
• 通讯作者: HORI Akiko

Mechanical Manipulation of Archimedean Spirals of an Achiral Pyrazinacene for Chiral Assemblies

用于手性组装的非手性吡嗪苯的阿基米德螺线的机械操作

• DOI: 10.1002/admi.202200209
• 发表时间: 2022
• 期刊: Advanced Materials Interfaces
• 影响因子: 5.4
• 作者: Mondal Pramita;Manna Gouranga;Kamilya Tapas;Das Mrinmay;Ariga Katsuhiko;Richards Gary J.;Hill Jonathan P.;Acharya Somobrata
• 通讯作者: Acharya Somobrata

Synthesis and physical properties of octaazatetracene derivatives with bulky triphenylamine

大体积三苯胺八氮杂四苯衍生物的合成及物理性质

• 发表时间: 2022
• 作者: Keita AOKI;Tomoki JITSUKATA;Akiko HORI;Jonathan P. HILL;Gary J. RICHARDS
• 通讯作者: Gary J. RICHARDS

The Pyrazinacenes

吡嗪并苯

• DOI: 10.1021/acs.accounts.1c00315
• 发表时间: 2021
• 期刊: Accounts of Chemical Research
• 影响因子: 18.3
• 作者: Gary J. RICHARDS;Jonathan P. HILL
• 通讯作者: Jonathan P. HILL