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摘要
以水杨醛和2-氯-4-氟苯胺合成的席夫碱为配体,采用溶剂热法生成新型Pd(Ⅱ)配合物(Ⅰ)。利用傅里叶红外、热重、PXRD、X-射线单晶衍射等测试手段对其进行结构表征与性质研究。结果表明,配合物(Ⅰ)在P21/c空间群中属于单斜晶系,通过亚胺N和酚O供体原子以双齿方式与1个钯(Ⅱ)中心配合。以制备的Pd(Ⅱ)配合物为催化剂,考察其催化溴苯与苯硼酸Suzuki偶联反应的反应条件,当催化剂摩尔分数为2%、K2CO3为助催化剂、EtOH为溶剂、反应温度为80℃、反应时间为 6 h 时催化产率高达99.6%。考察不同反应底物的催化反应效果,结果表明,含吸电子基团的卤代芳烃表现出更好的催化性能,且溴苯与苯硼酸反应的催化效果最佳。
Abstract
A novel Pd(Ⅱ) complex is synthesized via solvothermal method by using palladium salt and Schiff base ligand obtained from salicylaldehyde and 2-chloro-4-fluoroaniline.It is characterized by means of FT-IR,TG,PXRD,SCD,etc.SCD analysis shows that the complex belongs to the monoclinic crystal system in the P21/c space group,and is coordinated to a Pd(Ⅱ) center in a bidentate manner via imine N and phenol O donor atoms.The prepared Pd(Ⅱ) complex is used as a catalyst for Suzuki coupling reaction between bromobenzene and phenylboronic acid,and the reaction conditions are optimized.Results show that the best yield reaches 99.6% when the usage amount of catalyst is 2mmol%,EtOH is used as solvent,K2CO3 as co-catalyst,and the reaction has performed at 80℃ for 6 h.Catalytic reaction effects of different reaction substrates are investigated.It is shown from results that the halogenated aromatic hydrocarbons containing electron-withdrawing groups show better catalytic performance,and deliver the best catalytic effect in the reaction between bromobenzene and phenylboronic acid.
关键词
水杨醛席夫碱配体
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晶体结构
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Suzuki偶联
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催化
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Pd配合物
Key words
salicylaldehyde Schiff base ligand
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crystal structure
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Suzuki coupling
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catalysis
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Pd complex
Author summay
皇秋燕(1999-),女,硕士生,研究方向为金属有机催化,1786133715@qq.com;丁茯(1974-),女,博士,教授,研究方向为金属有机催化及MOF合成与应用,通讯联系人,dingfu@syuct.edu.cn。
水杨醛席夫碱Pd配合物的合成、表征及催化Suzuki偶联反应研究[J].
, 2024, 44(9): 92-96,102 DOI:10.16606/j.cnki.issn0253-4320.2024.09.018