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从农业废弃物到财富支撑:一种磁性 N-杂环卡宾功能化玉米芯纤维素作为 Suzuki 反应中 Pd 催化剂的新型稳定剂。

From agricultural waste residue to wealth support: A magnetically N-heterocyclic carbene functionalized corn cob cellulose as a new stabilizer for Pd catalyst in Suzuki reaction.

机构信息

Henan Key Laboratory of Green Chemistry, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Henan Engineering Laboratory of Chemical Pharmaceutical and Biomedical Materials, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, PR China.

Henan Key Laboratory of Green Chemistry, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Henan Engineering Laboratory of Chemical Pharmaceutical and Biomedical Materials, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, PR China.

出版信息

Int J Biol Macromol. 2024 Nov;279(Pt 4):135386. doi: 10.1016/j.ijbiomac.2024.135386. Epub 2024 Sep 6.

Abstract

Because of eco-friendliness, biodegradability and ease of modification, cellulose is deemed as alternative to unrenewable petroleum resources. Nonetheless, it is more indispensable to exploit corn cob cellulose produced from agricultural waste residue as supportive materials in green catalysis. In this study, a new magnetically benzimidazole functionalized cellulose/FeO derived from corn cob cellulose as a stabilizer agent (FeO@CL-NHC) was prepared, and palladium was immobilized on this stabilizer (FeO@CL-NHC-Pd). The catalyst was fully characterized by different techniques including TEM, SEM, and XPS analyses, etc. The abundant hydroxyl groups of cellulose provided uniform dispersion and high stability of palladium, while FeO as a support offered simple magnetic separation. High efficiency (up to 99 %) was demonstrated by this biocatalyst under green conditions in relatively short reaction times towards Suzuki reactions. Due to collaborative interactions of N-heterocyclic carbene and hydroxyl groups with palladium, the synthesized complex prevented metal leaching effectively (<1 %). Moreover, the magnetic property of this catalyst (43.0 emu g) provides facile recovery of this composite from the reaction mixture with great ease for several times, which overcomes issues of complicated work-up separation. This work offers a promising avenue to enriching the application of biopolymer from agricultural residue in the potential organic transformations.

摘要

由于环保、可生物降解和易于修饰,纤维素被认为是替代不可再生石油资源的一种选择。然而,作为绿色催化中的支持材料,从农业废弃物中提取玉米芯纤维素来开发利用更为重要。在本研究中,以玉米芯纤维素为原料,制备了一种新型的磁性苯并咪唑功能化纤维素/FeO 作为稳定剂(FeO@CL-NHC),并将钯固定在该稳定剂上(FeO@CL-NHC-Pd)。通过 TEM、SEM 和 XPS 等多种技术对催化剂进行了全面的表征。纤维素丰富的羟基为钯提供了均匀的分散性和高稳定性,而 FeO 作为载体则提供了简单的磁性分离。在绿色条件下,该生物催化剂在相对较短的反应时间内对 Suzuki 反应表现出了很高的效率(高达 99%)。由于 N-杂环卡宾和羟基与钯的协同作用,合成的配合物有效地防止了金属浸出(<1%)。此外,该催化剂的磁性(43.0 emu g)使其能够从反应混合物中很容易地回收多次,克服了复杂的后处理分离问题。这项工作为丰富生物聚合物在潜在有机转化中的应用提供了一条有前景的途径。

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