负载在D201树脂上的钯基催化剂的制备及其在Heck反应中的应用
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摘要
通过静态吸附法和随后钯的一步还原法制备了一种新型的以强碱性大孔阴离子交换树脂D201为载体的Pd@D201催化剂。经压汞法(MIP)、X射线衍射法(XRD)、透射电子显微镜(TEM)、X射线光电子能谱(XPS)等测试分析可得,Pd@D201复合材料中的Pd纳米颗粒均匀地负载在树脂上且颗粒尺寸超小(大约为2. 14 nm),无明显团簇。另外,Pd@D201催化剂对于Heck反应具有良好的催化性能和很宽的底物适用范围。另外,由于该催化剂制备简单易于回收,十分有望代替传统的非均相催化剂。
A novel Pd@ D201 catalyst with strong substrate macroporous anion exchange resin D201 was prepared by static adsorption method and subsequent one-step reduction of palladium. According to the analysis of mercury intrusion method( MIP),X-ray diffraction( XRD),transmission electron microscopy( TEM),X-ray photoelectron spectrum( XPS) and so on,the Pd nanoparticles in the Pd@ D201 composite material were evenly coated on the resin and the particle size was ultra-small( about 2. 14 nm),with no obvious clusters. In addition,the Pd@ D201 catalyst had good catalytic properties for the Heck reaction and a wide range of substrate applications. Because the catalyst was simple to prepare and easy to recycle,it was highly promising to replace the conventional heterogeneous catalyst.
A novel Pd@ D201 catalyst with strong substrate macroporous anion exchange resin D201 was prepared by static adsorption method and subsequent one-step reduction of palladium. According to the analysis of mercury intrusion method( MIP),X-ray diffraction( XRD),transmission electron microscopy( TEM),X-ray photoelectron spectrum( XPS) and so on,the Pd nanoparticles in the Pd@ D201 composite material were evenly coated on the resin and the particle size was ultra-small( about 2. 14 nm),with no obvious clusters. In addition,the Pd@ D201 catalyst had good catalytic properties for the Heck reaction and a wide range of substrate applications. Because the catalyst was simple to prepare and easy to recycle,it was highly promising to replace the conventional heterogeneous catalyst.
引文
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[2]KUMAR A,RAO G K,KUMAR S,et al.Formation and role of palladium chalcogenide and other species in SuzukiMiyauraand Heck C-C coupling reactions catalyzed with palladium(II)complexes of organochalcogen ligands:Realities and speculations[J].Cheminform,2014,45(33):2921-2943.
[3]BUCHWALD S L.Cross coupling[J].Accounts Chem Res,2008,41(11):1439.
[4]ZHANG Z H,WANG Z Y.Diatomite-supported Pd nanoparticles:An efficient catalyst for Heck and Suzuki reactions[J].J Org Chem,2006,71(19):7485-7487.
[5]HYOTANISHI M,ISOMURA Y,YAMAMOTO H,et al.Cheminform abstract:Surfactant-free synthesis of palladium nanoclusters for their use in catalytic cross-coupling reactions[J].Cheminform,2011,42(38):5750-5752.
[6]YIN L X,LIEBSCHER J.Carbon-carbon coupling reactions catalyzed by heterogeneous palladium catalysts[J].Chem Rev,2007,107:133-173.
[7]AMATORE C,JUTAND A.Chem Inform abstract:Anionic Pd(0)and Pd(II)intermediates in palladium-catalyzed heck and cross-coupling reactions[J].Accounts of Chem Res,2000,31(31):314-321.
[8]SCHEUERMANN G M,RUMI L,STEURER P,et al.Palladium nanoparticles on graphite oxide and its functionalized graphene derivatives as highly active catalysts for the SuzukiMiyaura coupling reaction[J].J Am Chem Soc,2009,131(23):8262-8670.
[9]SADJADI S,HERAVI M M,RAJA M.Combination of carbon nanotube and cyclodextrin nanosponge chemistry to develop a heterogeneous Pd-based catalyst for ligand and copper free C-C coupling reactions[J].Carbohydr Polym,2018,185:48-55.
[10]YU L,HUANG Y P,WEI Z,et al.Heck reactions catalyzed by ultrasmall and uniform Pd nanoparticles supported on polyaniline[J].J Org Chem,2015,80(17):8677-8683.
[11]WANG Q,JING X B,HAN J,et al.Design and fabrication of low-loading palladium nano particles on polyaniline(nano Pd@PANI):An effective catalyst for Suzuki cross-coupling with high TON[J].Mater Lett,2018,215:65-67.
[12]GUO S J,BAI J,LIANG H O,et al.The controllable preparation of electrospun carbon fibers supported Pd nanoparticles catalyst and its application in Suzuki and Heck reactions[J].Chin Chem Lett,2016,27(3):459-463.
[13]HAN B,LIU W,LI J W,et al.Catalytic hydrodechlorination of triclosan using a new class of anion-exchange-resin supported palladium catalysts[J].Water Res,2017,120:199-210.