Rapid, Low Temperature Formation of Imine-Linked Covalent Organic Frameworks Catalyzed by Metal Triflates,Journal of the American Chemical Society

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Rapid, Low Temperature Formation of Imine-Linked Covalent Organic Frameworks Catalyzed by Metal Triflates
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2017-04-04 , DOI: 10.1021/jacs.7b01240
Michio Matsumoto ₁ , Raghunath R. Dasari ₂ , Woojung Ji ₁ , Cameron H. Feriante ₂ , Timothy C. Parker ₂ , Seth R. Marder ₂ , William R. Dichtel ₁

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Imine-linked two-dimensional covalent organic frameworks (2D COFs) are crystalline polymer networks with enhanced stability compared to boronate ester-linked systems and with broad monomer scope. They are traditionally prepared by condensing polyfunctional aldehydes and amines at elevated temperature in a mixture of organic solvents and aqueous CH3CO2H, which catalyzes imine formation and exchange. Here we employ metal triflates, which are water-tolerant Lewis acids, to accelerate 2D imine-linked COF synthesis and improve their materials quality. Low catalyst loadings provide crystalline polymer networks in nearly quantitative yields. These conditions are demonstrated for several COFs, including heteroatom-containing systems of interest for optoelectronic applications.

中文翻译：

金属三氟甲磺酸盐催化亚胺连接的共价有机骨架的快速、低温形成

亚胺连接的二维共价有机骨架 (2D COF) 是结晶聚合物网络，与硼酸酯连接的系统相比稳定性更高，单体范围更广。它们传统上是通过在有机溶剂和 CH3CO2H 水溶液的混合物中在升高的温度下缩合多官能醛和胺来制备的，这会催化亚胺的形成和交换。在这里，我们采用耐水路易斯酸金属三氟甲磺酸盐来加速二维亚胺连接的 COF 合成并提高其材料质量。低催化剂负载量以接近定量的产率提供结晶聚合物网络。这些条件适用于几种 COF，包括对光电应用感兴趣的含杂原子系统。

更新日期：2017-04-04

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