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Trifunctional covalent triazine and carbonyl based polymer as a catalyst for one-pot multistep organic transformation
Reactive & Functional Polymers ( IF 4.5 ) Pub Date : 2021-08-13 , DOI: 10.1016/j.reactfunctpolym.2021.105011
A. Ahmed Raza 1 , Seenu Ravi 2 , S. Syed Tajudeen 1 , A.K. Ibrahim Sheriff 1
Affiliation  

Trifunctional covalent triazine and carbonyl based polymer with acid-base and metal active sites (CTCP-SO3H-EDA/Pd) was synthesized by a multistep friedel-crafts reaction, post-synthetic sulfonation, schiff base condensation and metal nanoparticle incorporation. CTCP-SO3H-EDA/Pd was characterized by FT-IR, N2 sorption-desorption isotherm, elemental analysis, ICP-OES, TEM-EDS and TEM. CTCP-SO3H-EDA/Pd was evaluated as a heterogeneous catalyst for the conversion of 1-(dimethoxymethyl)-3-nitrobenzene into 2-(3-aminobenzylidene)malononitrile via a three step deacetylation-Knoevenagel and transfer hydrogenation reaction in one domino process. The cooperation of SO3H acidic sites, EDA and uniformly distributed Pd nanoparticles greatly facilitated the one-pot reaction and produced good yield of the desired product with high selectivity. The catalyst was recovered by simple centrifugation and could be reused for five runs with minor loss of catalytic activity and selectivity. A plausible mechanism for deacetylation, Csingle bondC bond formation and subsequent chemoselective reduction of nitro functionality over CTCP-SO3H-EDA/Pd was also proposed.



中文翻译:

三官能共价三嗪和羰基聚合物作为一锅多步有机转化的催化剂

具有酸碱和金属活性位点的三官能共价三嗪和羰基聚合物(CTCP-SO 3 H-EDA/Pd)是通过多步弗里德-克拉克反应、合成后磺化、席夫碱缩合和金属纳米颗粒掺入合成的。CTCP-SO 3 H-EDA/Pd通过FT-IR、N 2吸附-解吸等温线、元素分析、ICP-OES、TEM-EDS和TEM表征。CTCP-SO 3 H-EDA/Pd 被评估为一种多相催化剂,用于通过三步脱乙酰-Knoevenagel 和转移氢化反应将 1-(二甲氧基甲基)-3-硝基苯转化为 2-(3-氨基亚苄基)丙二腈多米诺骨牌过程。SO 3的合作H 酸性位点、EDA 和均匀分布的 Pd 纳米粒子极大地促进了一锅反应,并以高选择性产生了所需产物的良好收率。催化剂通过简单离心回收,可重复使用五次,催化活性和选择性损失较小。还提出单一债券了一种在 CTCP-SO 3 H-EDA/Pd 上脱乙酰、C C 键形成和随后硝基官能团化学选择性还原的合理机制。

更新日期:2021-08-20
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