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Ni(COD)2 coupling of 3,6-dibromocarbazoles as a route to all-carbazole shape persistent macrocycles
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2015-09-09 13:38:57 Leah S. Coumont, Jonathan G.C. Veinot
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2015-09-09 13:38:57 Leah S. Coumont, Jonathan G.C. Veinot
The number of applications for carbon-based materials has experienced tremendous growth over the last decade arising from their low toxicity, straight-forward chemical modification, and interesting electronic properties. Among these materials, self-assembled structures based on shape persistent macrocycles are perhaps the most exciting as they offer a means to prepare a wide range of morphologies through reversible assembly of these molecular precursors. In this letter, we report on the preparation of a novel family of all-carbazole shape persistent macrocycles through the simple single-step reaction of the corresponding 3,6-dibromocarbazoles over Ni(COD)2. The resultant macrocycles display optical properties characteristic of the parent N-alkyl polycarbazoles, with quantum yields ranging from 11% up to 21% suggesting that certain substituents induce the formation of highly emissive aggregates, which could potentially provide a mechanism for the preparation of functional self-assembled nanomaterials.
中文翻译:
3,6-二溴咔唑的Ni(COD)2偶联作为通向全部咔唑形状的持久性大环化合物的途径
在过去的十年中,基于碳的材料的低毒性,直接的化学修饰和令人感兴趣的电子特性,使应用的数量得到了飞速增长。在这些材料中,基于形状持久性大环的自组装结构可能是最令人兴奋的,因为它们提供了通过这些分子前体的可逆组装来制备各种形态的手段。在这封信中,我们报告了通过相应的3,6-二溴咔唑在Ni(COD)2上的简单一步反应制备新的全咔唑形状持久大环家族的方法。。所得的大环化合物显示出母体N-烷基聚咔唑的光学特性,其量子产率范围为11%至21%,表明某些取代基可诱导高发射聚集体的形成,这可能为功能性自我制备提供了一种机制。组装的纳米材料。
更新日期:2015-09-10
中文翻译:
3,6-二溴咔唑的Ni(COD)2偶联作为通向全部咔唑形状的持久性大环化合物的途径
在过去的十年中,基于碳的材料的低毒性,直接的化学修饰和令人感兴趣的电子特性,使应用的数量得到了飞速增长。在这些材料中,基于形状持久性大环的自组装结构可能是最令人兴奋的,因为它们提供了通过这些分子前体的可逆组装来制备各种形态的手段。在这封信中,我们报告了通过相应的3,6-二溴咔唑在Ni(COD)2上的简单一步反应制备新的全咔唑形状持久大环家族的方法。。所得的大环化合物显示出母体N-烷基聚咔唑的光学特性,其量子产率范围为11%至21%,表明某些取代基可诱导高发射聚集体的形成,这可能为功能性自我制备提供了一种机制。组装的纳米材料。