Modular synthesis of asymmetric rylene derivatives
Modular synthesis of asymmetric rylene derivatives
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DOI：
10.1039/c6tc05139a
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发表时间：
2017-02
影响因子：
6.4
通讯作者：
C. Sample;Eisuke Goto;Nisha V. Handa;Z. Page;Yingdong Luo;C. Hawker
中科院分区：
文献类型：
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作者：
C. Sample;Eisuke Goto;Nisha V. Handa;Z. Page;Yingdong Luo;C. Hawker
提出了由萘二甲酸酐衍生物模块化合成不对称萘嵌苯的方法。亚胺化、Suzuki-Miyaura 偶联和环脱氢反应用于生成新型功能性萘嵌苯，这三个核心转化为最终结构提供了显着的灵活性。简单的纯化和高产率的结合使得能够获得在酰亚胺位置具有功能性手柄和海湾位置取代基的位点特异性结合的不对称萘嵌苯。由此产生的苝和双萘酰亚胺-蒽衍生物库展示了所提出的方法以及调节光电和电化学性能的能力。
The modular synthesis of asymmetric rylenes from naphthalic anhydride derivatives is presented. Imidization, Suzuki–Miyaura coupling and cyclodehydrogenation reactions are utilized for the generation of novel functional rylenes with these three core transformations providing significant flexibility over the final structure. The combination of simple purification and high yields enables access to asymmetric rylenes with functional handles at the imide-position and site-specific incorporation of bay position substituents. The resulting library of perylenes and bisnapthalimide-anthracene derivatives showcase the presented methodology and the ability to tune optoelectronic and electrochemical properties.