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功能化壳聚糖作为铃木反应中稳定钯的新型载体。

Functionalized chitosan as a novel support for stabilizing palladium in Suzuki reactions.

作者信息

Dong Yahao, Bi Jiajun, Ming Shujun, Zhang Shoute, Zhu Dajian, Meng Di, Li Tao

机构信息

Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, Hubei Key Laboratory of Material Chemistry and Service Failure, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan, 430074, PR China.

Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, Hubei Key Laboratory of Material Chemistry and Service Failure, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan, 430074, PR China.

出版信息

Carbohydr Polym. 2021 May 15;260:117815. doi: 10.1016/j.carbpol.2021.117815. Epub 2021 Feb 16.

Abstract

Chitosan is a versatile polysaccharide in different domains due to facile modification and good biodegradability. In this paper, taking advantage of such functional properties, we have developed a stabilizer agent [OCMCS-SB] produced from chitosan, and palladium was successfully immobilized on this designed stabilizer [OCMCS-SB-Pd(II)]. The obtained complex was illuminated by C CP-MAS NMR, FT-IR, TGA, XRD, XPS, SEM, TEM and ICP-OES analyses. Due to the interactions of primary hydroxyl groups on chitosan, Schiff base and carboxy groups, the Pd complex showed excellent reactivity (up to 99 %) and stability towards Suzuki reactions in eco-friendly medium. Subsequently, the reusability experiments for OCMCS-SB-Pd(II) formed from chitosan were examined in five consecutive cycles, which showed no appreciable decrease in activity. Furthermore, a reasonably trifunctional complex structure was proposed. The present bio-based system offers a promising approach in utilizing such biopolymers in organic transformations.

摘要

壳聚糖因其易于改性和良好的生物降解性,在不同领域是一种多功能多糖。在本文中,利用这种功能特性,我们开发了一种由壳聚糖制备的稳定剂[OCMCS-SB],并成功地将钯固定在这种设计的稳定剂[OCMCS-SB-Pd(II)]上。通过C CP-MAS NMR、FT-IR、TGA、XRD、XPS、SEM、TEM和ICP-OES分析对所得配合物进行了表征。由于壳聚糖上的伯羟基、席夫碱和羧基之间的相互作用,钯配合物在环保介质中对铃木反应表现出优异的反应活性(高达99%)和稳定性。随后,对由壳聚糖形成的OCMCS-SB-Pd(II)进行了连续五个循环的重复使用实验,结果表明其活性没有明显下降。此外,还提出了一种合理的三功能配合物结构。目前这种基于生物的体系为在有机转化中利用此类生物聚合物提供了一种有前景的方法。

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