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Hierarchical Porous Phenolic Resin and Its Supported Pd‐Catalyst for Suzuki–Miyaura Reactions in Water Medium
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2017-11-17 , DOI: 10.1002/marc.201700618
Gaoyang Deng 1 , Zhonggang Wang 1
Affiliation  

The motivation of this work is to build micro and mesopores within phenolic resins to extend their applications to the heterogeneous catalysis field. For this purpose, porous hyper‐cross‐linked phenolic resin (PFN‐P) with Brunauer−Emmett−Teller (BET) surface area of 775 m2 g−1 is synthesized through one‐step polycondensation from tri(4‐formylphenyl)phosphine and 2,5‐dihydroxy‐1,4‐benzoquinone, which simultaneously contains abundant hydroxyl and triphenylphosphine moieties in the network. The resultant palladium‐coordinated Pd@PFN‐P possesses hierarchical porous structure with pore sizes ranging from 1.3 to 42.6 nm. The good hydrophilicity and broad pore sizes are advantageous for the accessibility of reactants to the catalyzing sites in the water medium for Suzuki–Miyaura reactions. As a result, high conversions for reactions between various aryl halides and phenylboronic acid are achieved under both oxygen‐free and aerobic conditions. Moreover, the reaction conversions are almost unchanged after repeatedly using Pd@PFN‐P for five times, showing promising potential for application in heterogeneous catalysis.

中文翻译:

水介质中铃木-宫浦反应的分层多孔酚醛树脂及其负载的钯催化剂

这项工作的动机是在酚醛树脂中建立微孔和中孔,以将其应用扩展到非均相催化领域。为此,使用具有775 m 2 g -1的Brunauer-Emmett-Teller(BET)表面积的多孔超交联酚醛树脂(PFN-P)通过三(4-甲酰基苯基)膦和2,5-二羟基-1,4-苯醌的一步缩聚反应合成,后者在网络中同时含有大量的羟基和三苯基膦部分。所得钯配位的Pd @ PFN-P具有分级的多孔结构,孔径范围为1.3至42.6 nm。良好的亲水性和宽大的孔径有利于使反应物接近水介质中的Suzuki–Miyaura反应的催化位。结果,在无氧和有氧条件下,各种芳基卤化物与苯基硼酸之间的反应都实现了高转化率。此外,在重复使用Pd @ PFN-P五次后,反应转化率几乎没有变化,显示出在多相催化中应用的潜力。
更新日期:2017-11-17
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