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用于聚集诱导发光(AIE)和聚集导致猝灭(ACQ)性质转换的阳离子氮杂三亚苯衍生物的正交合成

Orthogonal Synthesis of Cationic Azatriphenylene Derivatives for Aggregation-Induced Emission (AIE) and Aggregation-Caused Quenching (ACQ) Property Switching.

作者信息

Ohno Yushi, Ehara Tsukasa, Sato Kosuke, Hifumi Ryoyu, Tomita Ikuyoshi, Inagi Shinsuke

机构信息

Department of Chemical Science and Engineering, School of Materials and Chemical Technology, Institute of Science Tokyo, 4259 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8501, Japan.

出版信息

Org Lett. 2025 May 16;27(19):4964-4968. doi: 10.1021/acs.orglett.5c01277. Epub 2025 May 4.

DOI:10.1021/acs.orglett.5c01277
PMID:40320658
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12090212/
Abstract

Herein, we report a divergent synthesis of cationic azatriphenylene derivatives using orthogonal control of thermal and electro-oxidative pyridination, which transforms the single precursor into controlled products with perfect selectivity. Simultaneously, two switchable reactions afford the corresponding pyridinium salts with different optical properties such as aggregation-induced emission (AIE) and aggregation-caused quenching (ACQ) effects.

摘要

在此,我们报道了一种阳离子氮杂三亚苯衍生物的发散合成方法,该方法利用热吡啶化和电氧化吡啶化的正交控制,将单一前体以完美的选择性转化为可控产物。同时,两个可切换的反应可得到具有不同光学性质的相应吡啶鎓盐,如聚集诱导发光(AIE)和聚集导致猝灭(ACQ)效应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d944/12090212/7e5d16cef559/ol5c01277_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d944/12090212/56b700f321b9/ol5c01277_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d944/12090212/a63a0e44e88c/ol5c01277_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d944/12090212/b9e0ad3ef5cf/ol5c01277_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d944/12090212/7e5d16cef559/ol5c01277_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d944/12090212/56b700f321b9/ol5c01277_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d944/12090212/a63a0e44e88c/ol5c01277_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d944/12090212/b9e0ad3ef5cf/ol5c01277_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d944/12090212/7e5d16cef559/ol5c01277_0004.jpg

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本文引用的文献

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Chemistry. 2024 May 14;30(27):e202400378. doi: 10.1002/chem.202400378. Epub 2024 Mar 14.
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Biasing Divergent Polycyclic Aromatic Hydrocarbon Oxidation Pathway by Solvent-Free Mechanochemistry.通过无溶剂机械化学作用使多环芳烃氧化途径产生偏向
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