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用于水相中微波辅助铃木交叉偶联反应的高效可回收固载钯(II)催化剂

Efficient and Recyclable Solid-Supported Pd(II) Catalyst for Microwave-Assisted Suzuki Cross-Coupling in Aqueous Medium.

作者信息

Alazemi Abdulrahman M, Dawood Kamal M, Al-Matar Hamad M, Tohamy Wael M

机构信息

Chemistry Department, Faculty of Science, University of Kuwait, P.O. Box 5969, Safat 13060, Kuwait.

Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt.

出版信息

ACS Omega. 2022 Aug 10;7(33):28831-28848. doi: 10.1021/acsomega.2c01809. eCollection 2022 Aug 23.

Abstract

Solid-supported catalysts play efficient and crucial roles in organic synthesis. A solid-supported palladium(II) complex based on chitosan was synthesized and fully characterized using all possible tools (Fourier transform infrared spectroscopy, thermogravimetry analysis, differential scanning calorimetry, X-ray photoelectron spectroscopy, energy-dispersive X-ray spectroscopy, inductively coupled plasma atomic emission spectrometry, scanning electron microscopy, transmission electron microscopy, and Brunauer-Emmett-Teller analysis). The catalytic activity of the solid-phase catalyst in Suzuki cross-coupling reactions was evaluated in aqueous solvents under both conventional heating and microwave irradiation conditions. The recyclability and thermal stability of the prepared catalyst were also examined, and the catalyst was found to be active till five consecutive runs without a notable loss of activity under the microwave condition, with the turnover number and turnover frequency values reaching 19,019 and 114,114 h, respectively.

摘要

固体负载型催化剂在有机合成中发挥着高效且关键的作用。合成了一种基于壳聚糖的固体负载钯(II)配合物,并使用所有可能的工具(傅里叶变换红外光谱、热重分析、差示扫描量热法、X射线光电子能谱、能量色散X射线光谱、电感耦合等离子体原子发射光谱、扫描电子显微镜、透射电子显微镜和布鲁诺尔-埃米特-特勒分析)对其进行了全面表征。在常规加热和微波辐射条件下,在水性溶剂中评估了该固相催化剂在铃木交叉偶联反应中的催化活性。还研究了制备的催化剂的可回收性和热稳定性,发现该催化剂在微波条件下连续运行五次仍具有活性,且活性没有明显损失,其转换数和转换频率值分别达到19,019和114,114 h⁻¹。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b2cc/9404494/876c5cf61dd0/ao2c01809_0015.jpg

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