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Stabilization of Au NPs on symmetrical tridentate NNN-Pincer ligand grafted on magnetic support as water dispersible and recyclable catalyst for coupling reaction of terminal alkyne
Journal of Catalysis ( IF 6.5 ) Pub Date : 2017-11-21 , DOI: 10.1016/j.jcat.2017.10.021
Nasrin Zohreh , Seyed Hassan Hosseini , Mahboobeh Jahani , Morena S. Xaba , Reinout Meijboom

A symmetrical tridentate NNN-pincer ligand derived from 2-aminopyridine/cyanuric chloride was covalently grafted onto the surface of modified magnetic support to stabilize Au nanoparticles. Spectroscopic evidence (IR, XRD, EDX, TEM, and XRF) and other analyses (TGA, VSM, and H2-TPR) confirmed successful immobilization and desired catalyst structure. Catalyst loading of 0.07–0.1 mol% was shown to be very effective in the synthesis of propargylamines through addition of terminal alkynes to amine/aldehyde adduct (A3-coupling). The water-dispersible catalyst allows the use of water as an inexpensive solvent. The high accessibility and robustness of the catalyst enhanced reusability so that no deactivation of catalyst or aggregation of supported Au NPs is observed after seven repeated recycling. Control experiments also showed the true heterogeneous nature of the catalyst in the reaction without significant leaching. All experiments showed that the catalyst is comparable to or even more active than the corresponding species in solution.



中文翻译:

对称负载的对称三齿NNN -Pincer配体上的金NPs稳定在水分散和可循环使用的催化剂上,用于末端炔的偶联反应

将源自2-氨基吡啶/氰尿酰氯的对称三齿NNN-钳位配体共价接枝到改性磁性载体的表面上,以稳定Au纳米颗粒。光谱证据(IR,XRD,EDX,TEM和XRF)和其他分析(TGA,VSM和H 2 -TPR)证实了成功的固定化和所需的催化剂结构。通过在胺/醛加合物中添加末端炔烃,在0.075-0.1 mol%的催化剂负载量下对炔丙基胺的合成非常有效(A 3-耦合)。水分散性催化剂允许使用水作为廉价的溶剂。催化剂的高可及性和耐用性提高了可重复使用性,因此在七次重复循环后未观察到催化剂失活或负载的Au NP聚集。对照实验还显示了反应中催化剂的真正多相性质,没有明显的浸出。所有实验均表明,该催化剂与溶液中的相应物种具有可比性,甚至更具活性。

更新日期:2017-11-21
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