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Modulating Aryl Azide Photolysis: Synthesis of a Room-Temperature Phosphorescent Carboline in Cucurbit[7]uril Host
Small ( IF 13.0 ) Pub Date : 2023-12-03 , DOI: 10.1002/smll.202307318
Xujun Qiu 1 , Yichuan Wang 1 , Sonja Leopold 2 , Sergei Lebedkin 3 , Ute Schepers 2 , Manfred M Kappes 3, 4 , Frank Biedermann 3 , Stefan Bräse 1, 5
Affiliation  

Cucurbit[7]uril (CB7), a supramolecular host, is employed to control the pathway of photolysis of an aryl azide in an aqueous medium. Normally, photolysis of aryl azides in bulk water culminates predominantly in the formation of azepine derivatives via intramolecular rearrangement. Remarkably, however, when this process unfolds within the protective confinement of the CB7 cavity, it results in a carboline derivative, as a consequence of a C─H amination reaction. The resulting carboline caged by CB7 reveals long-lived room temperature phosphorescence (RTP) in the solid state, with lifetimes extending up to 2.1 s. These findings underscore the potential of supramolecular hosts to modulate the photolysis of aryl azides and to facilitate novel phosphorescent materials.

中文翻译:


调节芳基叠氮化物光解:在葫芦[7]脲宿主中合成室温磷光咔啉



葫芦[7]脲 (CB7) 是一种超分子主体,用于控制水介质中芳基叠氮化物的光解途径。通常,芳基叠氮化物在大量水中的光解主要通过分子内重排形成氮杂卓衍生物。然而值得注意的是,当这个过程在 CB7 空腔的保护性限制内展开时,作为 C─H 胺化反应的结果,它会产生咔啉衍生物。由此产生的被 CB7 笼住的咔啉在固态下显示出长寿命的室温磷光 (RTP),寿命延长至 2.1 秒。这些发现强调了超分子主体调节芳基叠氮化物光解和促进新型磷光材料的潜力。
更新日期:2023-12-03
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