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Highly active and stable supported Pd catalysts on ionic liquidfunctionalized SBA-15 for Suzuki–Miyaura cross-coupling and transfer hydrogenation reactions 被引量:1
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作者 Etty N.Kusumawati Takehiko Sasaki 《Green Energy & Environment》 SCIE CSCD 2019年第2期180-189,共10页
Highly dispersed palladium nanoparticles were synthesized in the presence of immobilized ionic liquid on mesoporous silica SBA-15.PdNPs(2.4 nm)_me-Im@SBA-15 catalyst was prepared by the reduction using NaBH_4 as the r... Highly dispersed palladium nanoparticles were synthesized in the presence of immobilized ionic liquid on mesoporous silica SBA-15.PdNPs(2.4 nm)_me-Im@SBA-15 catalyst was prepared by the reduction using NaBH_4 as the reducing agent with controlled feed rate and has been investigated as ligand-free catalyst for Suzuki–Miyaura cross-coupling reaction at room temperature in aqueous solution under air.PdNPs catalyst was also prepared in situ from PdCl4_me-Im@SBA-15 during the reaction and demonstrated high activity and stability towards nitrobenzene hydrogenation at high temperature. Both catalysts were reusable at least for four recycle processes without significant loss in activity with simple procedure. The catalysts were characterized by TEM, EXAFS, FTIR and XPS. 展开更多
关键词 PALLADIUM nanoparticle Ionic liquid SBA-15 suzuki–Miyaura cross-coupling HYDROGENATION
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Suzuki cross-coupling reactions over engineered AuPd alloy nanoparticles by recycling scattered light
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作者 Ming-Yu Qi Hua-Kun Wu +2 位作者 Masakazu Anpo Zi-Rong Tang Yi-Jun Xu 《Nano Research》 SCIE EI CSCD 2022年第12期9967-9975,共9页
Photocatalyzed organic transformations have spurred immense interest in synthetic chemistry for the efficient conversion of solar energy into chemical energy.However,the crucial roles of support,which fixes catalytic ... Photocatalyzed organic transformations have spurred immense interest in synthetic chemistry for the efficient conversion of solar energy into chemical energy.However,the crucial roles of support,which fixes catalytic sites and improves the light-harvesting ability,are often ignored in photoredox transformations.Herein,we report the utilization of spherical SiO2 support to engineer AuPd alloy particles(denoted as AuPd/SiO2),conceptually different from traditional methods for tuning optical absorption of plasmonic Au or AuPd particles,to manipulate light-harvesting ability of AuPd particles for highly selective and efficient photocatalytic Suzuki cross-coupling reactions.In this deliberately designed system,typically without the size and shape alternation of AuPd particles,the supported AuPd particles recycle the scattering light from spherical SiO2 support and achieve the significant broad light-harvesting ability instead of the surface plasmon resonance peak.The engineered AuPd/SiO2 composites by the use of near-field scattering-promoted optical absorption showcase the remarkably enhanced activity for visible-light-induced photocatalytic Suzuki cross-coupling reactions in comparison with that using commercial SiO2 support,highlighting the spherical-support-effect induced efficient utilization of scattered light.This work highlights the feasibility of manipulating the light-harvesting capability of bimetallic particles by the near-field scattering-promoted optical absorption model toward efficient photo-driven Suzuki cross-coupling reaction and other C-C coupling organic synthesis to produce high value-added chemicals. 展开更多
关键词 PHOTOCATALYSIS AuPd alloy particles suzuki cross-coupling light harvesting surface plasmon resonance
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Ultrasonic Activation of Suzuki and Hiyama Cross-Coupling Reactions Catalyzed by Palladium
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作者 Khemais Said Ridha Ben Salem 《Advances in Chemical Engineering and Science》 2016年第2期111-123,共13页
The coupling reaction of aryl bromide and aryl boronic acid in water/DMF as solvent was studied using a palladium-complex as a catalyst in the presence of ultrasound at room temperature. The effect on the reaction of ... The coupling reaction of aryl bromide and aryl boronic acid in water/DMF as solvent was studied using a palladium-complex as a catalyst in the presence of ultrasound at room temperature. The effect on the reaction of a base and a solvent was also studied with and without ultrasound and was found to increase the speed of the reaction. In this regard, we propose reaction mechanisms that could explain the results obtained. 展开更多
关键词 PALLADIUM suzuki cross-coupling Hiyama Ultrasound Sonochemical Activation
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Aryl-guanidine/Pd-catalyzed Suzuki Cross-coupling Reaction at Room Temperature 被引量:2
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作者 LI Yan-chun LIN Ying-jie +2 位作者 ZHANG Suo-bo LI Sheng-hai DUAN Hai-feng 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2012年第2期242-244,共3页
Four aryl-guanidines(AG) were synthesized and used for the palladium-catalyzed Suzuki cross-coupling reaction to test the catalytic activity.In the presence of steric bulk AG,when aryl bromide and arylboronic acid w... Four aryl-guanidines(AG) were synthesized and used for the palladium-catalyzed Suzuki cross-coupling reaction to test the catalytic activity.In the presence of steric bulk AG,when aryl bromide and arylboronic acid were used as the reactants,the Suzuki reaction could be carried out smoothly at room temperature in aqueous solvent to afford the cross-coupling product in high yield.This catalysis system was also successful for the coupling of activated aryl chlorides at room temperature. 展开更多
关键词 Aryl-guanidine suzuki reaction PALLADIUM LIGAND
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Microwave-assisted Palladium-micelle-catalyzed Suzuki Cross-coupling Reaction in Water 被引量:1
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作者 LIN Li LI Sheng-hai JIANG Ri-hua 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2011年第4期589-591,共3页
A microwave-accelerated Suzuki coupling procedure was developed via guanidinium ionic liquids(GILs) stabilized Pd-micelle.The Pd micelle/GILs play a key role in enhancing the activity,due to the highly dispersed Pd ... A microwave-accelerated Suzuki coupling procedure was developed via guanidinium ionic liquids(GILs) stabilized Pd-micelle.The Pd micelle/GILs play a key role in enhancing the activity,due to the highly dispersed Pd active sites and the phase transfer function of GILs,which ensures the adsorption of reactants and facilitates the translation of the intermediates to the surface of the micelle. 展开更多
关键词 Microwave irradiating Pd micelle suzuki reaction Guanidinium ionic liquid
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Cu(OAc)_2 catalyzed Sonogashira cross-coupling reaction in amines 被引量:8
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作者 Sheng Mei Guo Chen Liang Deng Jin Heng Li 《Chinese Chemical Letters》 SCIE CAS CSCD 2007年第1期13-16,共4页
A simple Cu(OAc)2 catalyzed Sonogashira coupling protocol is presented. It was found that the couplings of a variety of aryl halides with terminal alkynes were conducted smoothly to afford the corresponding desired ... A simple Cu(OAc)2 catalyzed Sonogashira coupling protocol is presented. It was found that the couplings of a variety of aryl halides with terminal alkynes were conducted smoothly to afford the corresponding desired products in moderate to excellent yields, using Cu(OAc)2 as the catalyst and Et3N as the solvent. 展开更多
关键词 Cu(OAc)2 Sonogashira cross-coupling reaction Aryl halide ALKYNE
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Synthesis and characterization of a Pd(0) Schiff base complex anchored on magnetic nanoporous MCM-41 as a novel and recyclable catalyst for the Suzuki and Heck reactions under green conditions 被引量:2
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作者 Mohsen Nikoorazm Farshid Ghorbani +1 位作者 Arash Ghorbani-Choghamarani Zahra Erfani 《Chinese Journal of Catalysis》 CSCD 北大核心 2017年第8期1413-1422,共10页
A Pd Schiff base complex was immobilized onto the surface of magnetic MCM‐41(Fe3O4@MCM‐41@Pd(0)‐P2C)as a novel,eco‐friendly,and recyclable heterogeneous nanocatalyst and fully characterized by FT‐IR,VSM,EDS,trans... A Pd Schiff base complex was immobilized onto the surface of magnetic MCM‐41(Fe3O4@MCM‐41@Pd(0)‐P2C)as a novel,eco‐friendly,and recyclable heterogeneous nanocatalyst and fully characterized by FT‐IR,VSM,EDS,transmission electron microscopy,scanning electron microscopy,thermogravimetric analyses,ICP‐OES,and X‐ray powder diffraction analysis.The Fe3O4@MCM‐41@Pd(0)‐P2C was investigated as a catalyst for the one‐pot Suzuki and Heck reactions in PEG as a green solvent to provide the target products in excellent yields.The main advantages of using this catalyst include a short reaction time,green reaction conditions,a simple experimental procedure,non‐use of hazardous organic solvents,low loading of the catalyst,and the ability to use various substrates.More importantly,the catalyst could be easily separated from the reaction mixture with the assistance of an external magnet and could be recovered and reused several times without significant loss of stability and activity. 展开更多
关键词 MCM‐41 Magnetic nanoparticles suzuki reaction Heck reaction Polyethylene glycol (PEG) PALLADIUM
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Rapid synthesis of Pd single‐atom/cluster as highly active catalysts for Suzuki coupling reactions 被引量:2
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作者 Hehe Wei Xiaoyang Li +7 位作者 Bohan Deng Jialiang Lang Ya Huang Xingyu Hua Yida Qiao Binghui Ge Jun Ge Hui Wu 《Chinese Journal of Catalysis》 SCIE EI CAS CSCD 2022年第4期1058-1065,共8页
Palladium(Pd)‐based catalysts are essential to drive high‐performance Suzuki coupling reactions,which are powerful tools for the synthesis of functional organic compounds.Herein,we developed a solution‐rapid‐annea... Palladium(Pd)‐based catalysts are essential to drive high‐performance Suzuki coupling reactions,which are powerful tools for the synthesis of functional organic compounds.Herein,we developed a solution‐rapid‐annealing process to stabilize nitrogen‐mesoporous carbon supported Pd single‐atom/cluster(Pd/NMC)material,which provided a catalyst with superior performance for Suzuki coupling reactions.In comparison with commercial palladium/carbon(Pd/C)catalysts,the Pd/NMC catalyst exhibited significantly boosted activity(100%selectivity and 95%yield)and excellent stability(almost no decay in activity after 10 reuse cycles)for the Suzuki coupling reactions of chlorobenzenes,together with superior yield and excellent selectivity in the fields of the board scope of the reactants.Moreover,our newly developed rapid annealing process of precursor solutions is applied as a generalized method to stabilize metal clusters(e.g.Pd,Pt,Ru),opening new possibilities in the construction of efficient highly dispersed metal atom and sub‐nanometer cluster catalysts with high performance. 展开更多
关键词 Pd single‐atom/cluster catalyst suzuki coupling reactions Solution rapid annealing Energy barrier High yield
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Aqueous-Phase, Palladium-Catalyzed Suzuki Reactions under Mild Conditions 被引量:1
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作者 Yueqin Cai Gonghua Song +1 位作者 Zhongyuan Wu Jiawei Zhang 《Green and Sustainable Chemistry》 2013年第4期1-5,共5页
Water-soluble ionic liquid-supported diols have been used as phosphine-free ligands in Suzuki couplings of aryl idides/bromides/chlorides under mild conditions in aqueous solvent. It was found that 2,2-bis((1-hexylimi... Water-soluble ionic liquid-supported diols have been used as phosphine-free ligands in Suzuki couplings of aryl idides/bromides/chlorides under mild conditions in aqueous solvent. It was found that 2,2-bis((1-hexylimidazolium)-mehyl) propane-1,3-diol hexafluorophosphate (4) in combination with palladium (II) salts gave the most significant catalyst. Suzuki couplings of aryl iodides/bromides occurred efficiently at room temperature in water/acetonitrile. Notably, the reactions of hydrophilic aryl bromides gave high yields in neat water. The catalyst PdCl2-4 was recycled five times in Suzuki couplings in water before catalyst activity began to significantly drop. The average yield of five cycles was >95% per cycle. 展开更多
关键词 suzuki reaction Ionic Liquid-Supported DIOLS PHOSPHINE-FREE Ligands
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Polybinaphthyls of (R)-3,3′-Diiodo-2,2′-binaphtho-20-crown-6 with p-Divinylbenzene via Heck Cross-coupling Reaction 被引量:1
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作者 LIU Tian dong CHENG Yi xiang YANG Xiao liang 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2003年第2期235-237,共3页
The present paper deals with the polymerization of ( R ) 3,3′ diiodo 2,2′ binaphtho 20 crown 6 with \{ p divinylbenzene\} under Heck coupling reaction condition. Both the monomers and the polymer were analyzed by NM... The present paper deals with the polymerization of ( R ) 3,3′ diiodo 2,2′ binaphtho 20 crown 6 with \{ p divinylbenzene\} under Heck coupling reaction condition. Both the monomers and the polymer were analyzed by NMR, FTIR, UV, CD, fluorescent spectroscopy, polarimetry, GPC and elemental analysis. The polymer can emit a strong blue fluorescence and is expected to have the potential application in the polarized blue light emitting sensors. The chiral conjugated polymer exhibits a strong Cotton effect in its Circular Dichroism(CD ) spectrum, indicating the high rigidity of the polymer backbone. 展开更多
关键词 (R)-BINOL Chiral conjugated polymer Heck cross-coupling reaction
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Pd@PdNi-Ti-EG纳米催化剂的制备及催化Suzuki-Miyaura反应
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作者 梁鹏飞 戴维清 +1 位作者 范宇轩 宋娟 《广州化学》 CAS 2024年第4期47-51,I0003,共6页
以简单易行的方法制备了一种新型的高度分散的Pd@PdNi-Ti-EG非均相纳米催化剂,并通过XRD、SEM、TEM、XPS、ICP等仪器分析技术对其进行了形貌表征,并把该催化剂应用于Suzuki-Miyaura交叉偶联反应。结果表明:纳米钯颗粒均匀分布于棒状PdNi... 以简单易行的方法制备了一种新型的高度分散的Pd@PdNi-Ti-EG非均相纳米催化剂,并通过XRD、SEM、TEM、XPS、ICP等仪器分析技术对其进行了形貌表征,并把该催化剂应用于Suzuki-Miyaura交叉偶联反应。结果表明:纳米钯颗粒均匀分布于棒状PdNi-Ti-EG介孔结构表面,颗粒尺寸小于10 nm;以环境友好的乙醇/水为反应溶剂,此催化剂在Suzuki-Miyaura交叉偶联反应中表现出极好的催化活性和官能团兼容性,经15次回收后,未见催化活性的明显降低,显示出极好的可回收性。 展开更多
关键词 非均相催化 纳米钯 suzuki-Miyaura偶联反应 MOF 过渡金属催化
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基于“Suzuki-Miyaura反应”的有机综合实验
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作者 任小雨 赵燕 王天利 《实验室科学》 2024年第5期12-17,22,共7页
钯催化的Suzuki-Miyaura偶联反应作为最直接有效的构建碳碳键的方法,在制备联芳基结构的天然产物、药物中间体以及功能材料中,具有重要意义。将科研前沿热点的相关内容引入本科生的有机实验教学,通过此实验,学生可学习查阅文献,了解过... 钯催化的Suzuki-Miyaura偶联反应作为最直接有效的构建碳碳键的方法,在制备联芳基结构的天然产物、药物中间体以及功能材料中,具有重要意义。将科研前沿热点的相关内容引入本科生的有机实验教学,通过此实验,学生可学习查阅文献,了解过渡金属催化的前沿研究进展,掌握TLC监测反应的方法、萃取洗涤及柱层析纯化的方法,学习核磁共振、高效液相色谱鉴定化合物结构的方法,使学生体验有机化学科研实验的全过程,培养学生动手能力和创新能力,激发学生科研兴趣,有效培养学生的创新思维和独立分析问题、解决问题等综合能力。 展开更多
关键词 过渡金属催化 钯催化 suzuki-Miyaura偶联反应 有机综合实验
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1,3-Dicarbonyl compounds as phosphine-free ligands for Pd-catalyzed Heck and Suzuki reactions
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作者 Xin Cui Juan Li +1 位作者 Lei Liu Qing Xiang Guo 《Chinese Chemical Letters》 SCIE CAS CSCD 2007年第6期625-628,共4页
Some 1,3-dicarbonyl compounds (such as pentane-2,4-dione and 3-oxo-N-phenylbutanamide) were found to constitute highly efficient, yet low-priced and phosphine-free ligands for the Pd-catalyzed Heck and Suzuki reaction... Some 1,3-dicarbonyl compounds (such as pentane-2,4-dione and 3-oxo-N-phenylbutanamide) were found to constitute highly efficient, yet low-priced and phosphine-free ligands for the Pd-catalyzed Heck and Suzuki reactions of aryl bromides and iodides with very high turnover numbers (ca. 103–104). 展开更多
关键词 Palladium catalyst suzuki reaction Heck reaction Phosphine-free ligand
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Nation-Teflon bimembrane-supported palladium catalysts for Suzuki coupling reactions
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作者 Li Ting Chai Yang Zhou Li Wei Wei Wang Quan Rui Wang Feng Gang Tao 《Chinese Chemical Letters》 SCIE CAS CSCD 2007年第12期1460-1462,共3页
Nation-Teflon bimembrane was used as an efficient support for the preparation and application of heterogeneous palladium catalysts. The supported palladium catalysts exhibit high activity and stability in the Suzuki c... Nation-Teflon bimembrane was used as an efficient support for the preparation and application of heterogeneous palladium catalysts. The supported palladium catalysts exhibit high activity and stability in the Suzuki cross-coupling of aryl bromides with arylboronic acids to afford the corresponding biaryls in good to excellent yields, and can be readily recovered and reused several times without significant loss of activity. 展开更多
关键词 Nation-Teflon bimembrane-supported Palladium catalysts suzuki reaction BIARYL
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LOW-VALENT TITANIUM INDUCED REDUCTIVE CROSS-COUPLING REACTION OF ESTERS WITH DIARYL KETONES
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作者 Da Qing Sil Department of Chemistry, Xuzhou Teachers College, Xuzhou 221009 Wei Xing CHEN Department of Chemistry, Nanjing Universit.y, Nanjing 210008 《Chinese Chemical Letters》 SCIE CAS CSCD 1993年第11期941-942,共2页
The intermotecular coupling reaction of esters with diarvl ketones induced by titanium tetrachtoride and zinc powder was studied.
关键词 CHEN ZN Hs LOW-VALENT TITANIUM INDUCED REDUCTIVE cross-coupling reaction OF ESTERS WITH DIARYL KETONES
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Symmetrical Palladium (II) N,N,O,O-Schiff Base Complex: Efficient Catalyst for Heck and Suzuki Reactions
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作者 Wan Nazihah Wan Ibrahim Mustaffa Shamsuddin 《Crystal Structure Theory and Applications》 2012年第3期25-29,共5页
Palladium is arguably the most versatile and most widely applied catalytic metal in the field of fine chemicals due to its high selectivity and activity. Palladium catalyst offers an abundance of possibilities of carb... Palladium is arguably the most versatile and most widely applied catalytic metal in the field of fine chemicals due to its high selectivity and activity. Palladium catalyst offers an abundance of possibilities of carbon-carbon bond formation in organic synthesis. In this research, three different Schiff base ligands have been prepared by condensation reaction between appropriate aldehyde or ketone with amine namely 2,2-dimethyl-1,3-propanediamine in the molar ratio of 2:1. The corresponding palladium (II) Schiff base complexes were prepared through the reaction between the Schiff base ligand with palladium (II) acetate in a molar ratio 1:1. FTIR, 1H-NMR and 13C-NMR spectroscopic data revealed that the ligands are N,N,O,O-tetradentate coordinated to the Pd atom through both the azomethine N atoms and phenolic O atoms. From X-ray Crystallographic analysis, it showed that the complex exists as square planar geometry. The synthesized palladium (II) Schiff base complexes were then subjected in catalytic Heck and Suzuki reaction of iodobenzene. 展开更多
关键词 PALLADIUM (II) Schiff Base Complex HECK reaction suzuki reaction
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LOW-VALENT TITANIUM INDUCED REDUCTIVE CROSS-COUPLING REACTION OF ACYL CHLORIDES WITH DIARYL KETONES
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作者 Da Qing SHI Department of Chemistry,Xuzhou Teachers Collegs Xuzhou 221009Wei Xing CHEN Department of Chemistry,Nanjing University,Nanjing 210008 《Chinese Chemical Letters》 SCIE CAS CSCD 1993年第8期681-682,共2页
Treatment of acyl chlorides and diaryl ketones with an activated Ti(o)reagent,prepared by reduction of TiCl_4 with Zn powder,effects an intermolecular reductive cross-coupling reaction leading to ketones.
关键词 THF LOW-VALENT TITANIUM INDUCED REDUCTIVE cross-coupling reaction OF ACYL CHLORIDES WITH DIARYL KETONES
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Pd/石墨烯的生物合成及催化Suzuki偶联反应的研究
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作者 谢韦 陈渺渺 《绵阳师范学院学报》 2024年第2期49-55,68,共8页
利用金属还原菌Shewanella oneidensis MR-1合成钯/石墨烯催化剂,以溴苯和苯硼酸的偶联反应为反应模型,考察了溶剂、碱以及温度等因素对Suzuki偶联反应性能的影响.结果表明,以50%乙醇水溶液为溶剂,以碳酸钾为碱,在空气条件下,于70℃反应... 利用金属还原菌Shewanella oneidensis MR-1合成钯/石墨烯催化剂,以溴苯和苯硼酸的偶联反应为反应模型,考察了溶剂、碱以及温度等因素对Suzuki偶联反应性能的影响.结果表明,以50%乙醇水溶液为溶剂,以碳酸钾为碱,在空气条件下,于70℃反应2 h,溴苯转化率可达到87%;催化剂对于不同卤代芳烃与苯硼酸偶联反应具有良好的底物适用性;催化剂可循环利用. 展开更多
关键词 希瓦氏菌 石墨烯 suzuki偶联反应 联苯
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Recent Advances of Modern Protocol for C-C Bonds—The Suzuki Cross-Coupling
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作者 Jadwiga Soloducho Kamila Olech +2 位作者 Agnieszka Swist Dorota Zajac Joanna Cabaj 《Advances in Chemical Engineering and Science》 2013年第3期19-32,共14页
Over the past 20 years, small molecule solid phase synthesis has become a powerful tool in the discovery of novel molecular materials. In the development of organic chemistry, the carbon-carbon bond formation has alwa... Over the past 20 years, small molecule solid phase synthesis has become a powerful tool in the discovery of novel molecular materials. In the development of organic chemistry, the carbon-carbon bond formation has always been one of the most useful and fundamental reaction. The current review summarizes recent developments in metal-catalyzed coupling reactions. The following method is discussed in detail—the cross-coupling of aryl halides with aryl boronic acids (the Suzuki coupling), and the others C-C bond formation reactions as the palladium-catalyzed reaction between an aryl and (or) alkyl halide and a vinyl functionality (the Heck reaction);and the palladium-catalyzed cross-coupling reaction of organostannyl reagents with a variety of organic electrophiles (the Stille reaction)—are mentioned. 展开更多
关键词 C-C Bond Formation Coupling reactions Palladium Catalysts suzuki Coupling Heterocyclic Copolymers
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High-efficiency PdNi single-atom alloy catalyst toward cross-coupling reaction
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作者 Baokang Geng Xiang Chu +5 位作者 Li Liu Lingling Zhang Shuaishuai Zhang Xiao Wang Shuyan Song Hongjie Zhang 《Chinese Chemical Letters》 SCIE CAS CSCD 2024年第7期480-483,共4页
The preparation of Pd-based catalysts with rich electrons and a high atom dispersion rate is of great significance for improving the reactivity of cross-coupling reactions,which is a powerful tool for pharmaceutical a... The preparation of Pd-based catalysts with rich electrons and a high atom dispersion rate is of great significance for improving the reactivity of cross-coupling reactions,which is a powerful tool for pharmaceutical and fine chemical synthesis.Here,we report a PdNi single-atom alloy(SAA)catalyst in which isolated Pd single atoms are anchored onto the surface of Ni nanoparticles(NPs)applied for Suzuki coupling reactions and Heck coupling reactions.The 0.1%PdNi SAA exhibits extraordinary catalytic activity(reaction rate:17,032.25 mmol h^(-1)gPd^(-1))toward the Suzuki cross-coupling reaction between 4-bromoanisole and phenylboronic acid at 80℃for 1 h.The excellent activity is supposed to attribute to the 100 percent utilization rate of Pd atoms and the highly stable surface zero-valance Pd atoms,which provides abundant sites and electrons for the adsorption and fracture of the C-X(X=Cl,Br,I)bond.Moreover,our work demonstrates the excellent application prospect of SAAs for cross-coupling reactions. 展开更多
关键词 Single-atom alloy cross-coupling reaction Palladium catalysis Heterogeneous catalysis High-efficiency
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