卟啉钯配合物催化Suzuki-Miyaura偶联反应的研究  被引量:6

Suzuki-Miyaura Reactions Catalyzed by Porphyrins Palladium Complexes

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作  者:刘岩[1] 谢建伟[1] 代斌[1] 刘平[1] 

机构地区:[1]石河子大学化学化工学院/新疆兵团化工绿色过程重点实验室/省部共建国家重点实验室培育基地,石河子832003

出  处:《石河子大学学报(自然科学版)》2012年第5期630-634,共5页Journal of Shihezi University(Natural Science)

基  金:国家重点基础研究发展计划(973计划)项目(2012CB722603);国家自然科学基金项目(21103114);石河子大学高层次人才科研启动项目(RCZX201012;RCZX201014;RCZX201015)

摘  要:大力发展非磷配体的钯催化C-C偶联具有重要的理论意义和应用价值。本文设计合成了3个结构稳定、毒性小的卟啉钯配合物,并利用1 H NMR和IR对其结构进行了表征。3个配合物的催化活性结果表明:四(甲氧基苯基)卟啉钯(配合物3,0.1%mol催化剂量)能够在甲苯中有效地催化溴代芳烃与芳基硼酸的Suzuki-Miyaura交叉偶联反应,产率在32%~99%之间,TON值可达到6×104,同时反应过程中没有钯黑析出。Palladium-catalyzed Suzuki-Miyaura coupling reaction is one of the most important methods to create C-C bond. How- ever,the use of organic phosphine ligand, which is mostly toxic and unstable in air,limits the application of the reaction. There- fore,the development of the phosphine-free palladium-catalyzed Suzuki-Miyaura reaction is of great value both in academic and industrial application. In this paper, three porphyrins palladium complexes were prepared and structurally characterized by 1 H NMR and IR. Meso-tetra (4-methoxy-phenyl) porphyrin palladium (Complex 3) was proved to exhibit high catalytic activity to- ward Suzuki-Miyaura reaction between aryl bromides and arylboronic acids in toluene with 0.1% tool catalyst loading. The yield was 32%-99% ,TON was up to 6.1%-10% ,and the palladium black was not observed.

关 键 词:卟啉钯 Suzuki—Miyaura反应 偶联反应 钯黑 

分 类 号:O625.13[理学—有机化学]

 

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