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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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Palladium-phosphinous acid complexes catalyzed Suzuki cross-coupling reaction of heteroaryl bromides with phenylboronic acid in water/alcoholic solvents 被引量:1
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作者 Ben Li Cuiping Wang +1 位作者 Guang Chen Zhiqiang Zhang 《Journal of Environmental Sciences》 SCIE EI CAS CSCD 2013年第6期1083-1088,共6页
Highly active, air-stable and water-soluble palladium-phosphinous acid complexes have been applied to Suzuki cross-coupling reaction of heteroaryl bromides under mild conditions in water/alcoholic solvents. Suzuki cro... Highly active, air-stable and water-soluble palladium-phosphinous acid complexes have been applied to Suzuki cross-coupling reaction of heteroaryl bromides under mild conditions in water/alcoholic solvents. Suzuki cross-coupling reaction of heteroaryl bromides with phenylboronic acid occurred efficiently using palladium phosphinous acid complexes (POPd) and phase transfer catalyst (tetrabutylammonium bromide and polyethylene glycol) in water/ethanol mixture, water/propanol mixture and neat water respectively, the corresponding yields of cross-coupling heteroaryl-aryls were satisfied. The tert-butyl substituted ligand di-tert-butylphosphino in combination with POPd was found to be more active than the same family derived catalysts dipalladium complexes POPdl and POPd2, and other two kinds of Pd-catalysts Pd(PPh3)4 and Pd2(dba)3. The mechanism of Suzuki cross-coupling reaction between heteroaryl bromides and phenylboronic acid in water was proposed with respect to the key role of phase transfer catalyst on the transmetallation step. Compared with other solid phase transfer catalysts, TBAB was tested as the ideal one. The alkalinity of base and the molar proportion between POPd and TBAB were investigated in water and alcoholic solvents. Notably, in the presence of TBAB adding alcoholic solvents into water enhanced the yields of target products. However in terms of the liquid phase transfer catalyst of PEGs, mixing water into PEGs could slightly decrease the yields with respect to the water free PEGs bulk phase, which was probably due to the homogenous liquid conditions in pure PEGs and weak interactions between PEGs and heteroaryl bromide molecules in water depending on their molecular chain lengths. 展开更多
关键词 POPd suzuki cross-coupling reaction heteroaryl bromides phase transfer catalyst WATER
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Efficient synthesis of 4-substituted pyrazole via microwave-promoted Suzuki cross-coupling reaction 被引量:1
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作者 Hua Cheng Qiong-You Wu +1 位作者 Fan Han Guang-Fu Yang 《Chinese Chemical Letters》 SCIE CAS CSCD 2014年第5期705-709,共5页
Pyrazoles and their derivatives are important heterocycles found in nature and present in numerous bioactive compounds.In contrast to 3 or 5-aryl pyrazole,the preparation of 4-aryl pyrazole is fairly rare.Utilizing mi... Pyrazoles and their derivatives are important heterocycles found in nature and present in numerous bioactive compounds.In contrast to 3 or 5-aryl pyrazole,the preparation of 4-aryl pyrazole is fairly rare.Utilizing microwave irradiation,the synthesis of 4-substituted-arylpyrazole via Suzuki cross-coupling has been developed with a wide range of substrates.The remarkable advantages of this method are mild reaction conditions,simple operation,high yield,and short reaction time.Product structures were identified by MS 1H NMR 13C NMR,and elemental analysis. 展开更多
关键词 4-Aryl pyrazoles suzuki cross-coupling reactions 4-Iodo-1-methyl-1H-pyrazole Microwave irradiation
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Simultaneous Reduction of Aldehyde Group to Hydroxymethyl Group in Palladium-catalyzed Suzuki Cross-coupling Reaction 被引量:1
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作者 WANG Yingchun LI Xiuying +3 位作者 LI Yajun PAN Yingming CHENG Keguang WANG Hengshan 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2014年第4期614-618,共5页
The authors presented an efficient method for the palladium-catalyzed Suzuki cross-coupling reaction with the simultaneous reduction of the aldehyde to a hydroxymethyl group.This method allows halide substituted aryl ... The authors presented an efficient method for the palladium-catalyzed Suzuki cross-coupling reaction with the simultaneous reduction of the aldehyde to a hydroxymethyl group.This method allows halide substituted aryl aldehydes to readily react with arylboronic acids,producing polycyclic aromatic alcohols in moderate to good yields.The reaction was catalyzed by Pd(OAc)2(3%,molar fraction) at 150 ℃ in the presence of 6%(molar fraction)1,4-diazabicyclo[2.2.2]octane(DABCO) and 3 times the molecular weight of K2CO3 in the mixture solvent of N,N-dimethylformamide(DMF)/H2O [V(DMF)∶ V(H2O)=5∶1]. 展开更多
关键词 PALLADIUM suzuki cross-coupling REDUCTION Polycyclic aromatic alcohol
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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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Facile synthesis of a 4-anilinoquinazoline dimer by Suzuki cross-coupling reaction 被引量:1
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作者 Shao Peng Chen Yue Sun Sheng Biao Wan Tao Jiang 《Chinese Chemical Letters》 SCIE CAS CSCD 2011年第9期1033-1035,共3页
新奇 4-anilinoquinazoline 更暗淡在 C-7 位置由一张 carboncarbon 契约连接了经由一步铃木跨 coupling 反应被综合。新混合物的所有结构被 1H NMR, 13C NMR,和 HRMS 描绘。合成 4-anilinoquinazoline 的抑制率更暗淡 8 在 5.5 mol/L... 新奇 4-anilinoquinazoline 更暗淡在 C-7 位置由一张 carboncarbon 契约连接了经由一步铃木跨 coupling 反应被综合。新混合物的所有结构被 1H NMR, 13C NMR,和 HRMS 描绘。合成 4-anilinoquinazoline 的抑制率更暗淡 8 在 5.5 mol/L 的集中对在 vitro 的表皮的生长因素受体酷氨酸 kinase 酶(EGFR ) 是 44.4% 。 展开更多
关键词 交叉偶联反应 简便合成 二聚体 喹唑啉 苯胺 铃木 受体酪氨酸激酶 表皮生长因子
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Magnetically Separable and Versatile Pd/Fe3O4 Catalyst for Efficient Suzuki Cross-Coupling Reaction and Selective Hydrogenation of Nitroarenes 被引量:1
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作者 Zhang, Rongzhao Liu, Jianming +3 位作者 Li, Fuwei Wang, Shoufeng Xia, Chungu Sun, Wei 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2011年第3期525-530,共6页
磁性的支持 nanoparticle 的 Pd/Fe3O4 乐意地被准备并且证明了是为在温和条件(汽球 H2 压力和房间温度) 下面的 nitroarenes 的有效铃木跨 coupling 反应,和减小的万用的催化剂。催化剂能方便地与持续催化活动若干次被恢复并且再使用。
关键词 交叉偶联反应 催化剂 多功能 选择性加氢 铃木 磁载 suzuki 磁性纳米微粒
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2-Aminopyridine functionalized cellulose based Pd nanoparticles: An efficient and ecofriendly catalyst for the Suzuki cross-coupling reaction 被引量:1
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作者 Peibo Hu Yahao Dong +1 位作者 Xiaotian Wu Yuping Wei 《Frontiers of Chemical Science and Engineering》 SCIE EI CAS CSCD 2016年第3期389-395,共7页
在 2-aminopyridine functionalized 纤维素上支持的钯催化剂被综合并且充分由诱导地联合的血浆描绘了原子排放光谱学,传播电子显微镜, Fourier 变换红外线的光谱学, thermogravimetric 分析和 X 光检查光电子 spectrometry。这催化... 在 2-aminopyridine functionalized 纤维素上支持的钯催化剂被综合并且充分由诱导地联合的血浆描绘了原子排放光谱学,传播电子显微镜, Fourier 变换红外线的光谱学, thermogravimetric 分析和 X 光检查光电子 spectrometry。这催化剂能在 50% 乙醇与 arylboronic 酸在芳基卤化物的铃木跨 coupling 反应被使用在好收益负担得起 biaryls,并且没有金属 Pd 的损失,容易在反应以后由简单过滤再循环。 展开更多
关键词 交叉偶联反应 2-氨基吡啶 钯催化剂 纤维素 电感耦合等离子体原子发射光谱 铃木 傅里叶变换红外光谱 X射线光电子能谱
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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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Stereoselective Synthesis of Novel C-Disaccharides via Suzuki Cross-Coupling Reaction
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作者 LI, Xiao-Liu XU, Xiao-Ming +1 位作者 TIAN, Jun LI, Ying-Xia 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2005年第11期1564-1568,共5页
作为先锋用 exo-glycal 包含三个碳连接的新奇 -C-disaccharides stereoselectively 被准备。合成被 exo-glycal 的 stereoselective hydroboration 的双人脚踏车反应和铃木跨 coupling 反应与 iodovinyl 糖完成,并且在 Pd 的催化作用... 作为先锋用 exo-glycal 包含三个碳连接的新奇 -C-disaccharides stereoselectively 被准备。合成被 exo-glycal 的 stereoselective hydroboration 的双人脚踏车反应和铃木跨 coupling 反应与 iodovinyl 糖完成,并且在 Pd 的催化作用下面由 hydrogenated deprotection 列在后面(哦) 2/C。 展开更多
关键词 C-二糖 耦合反应 生物活性 合成方法 选择性
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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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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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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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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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A Facile Synthesis of N-alkyl-4'-methyl-1,1'-biphenyl-2-sulfona-mide via Linking DoM Reaction with Suzuki Reaction
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作者 章军 周智明 +1 位作者 薛为哲 李志怀 《Journal of Beijing Institute of Technology》 EI CAS 2009年第3期327-332,共6页
Six N-alkyl-4'-methyl-1,1'-biphenyl-2-sulfonamides were synthesized facilely and efficiently from low cost and readily available benzenesulfonyl chloride and C1-C4 fatty amines via linking DoM reaction with Suzuki r... Six N-alkyl-4'-methyl-1,1'-biphenyl-2-sulfonamides were synthesized facilely and efficiently from low cost and readily available benzenesulfonyl chloride and C1-C4 fatty amines via linking DoM reaction with Suzuki reaction.The structures of the new compounds synthesized were confirmed by elemental analysis,IR,1H NMR and MS.This new method makes a feature of low cost and readily available starting material,fewer steps,mild condition,easiness to operate and higher yield. 展开更多
关键词 Do M reaction suzuki cross-coupling reaction N-alkyl-4'-methyl- 1 l'-biphenyl-2-sulfonamide synthesis
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The Application of Suzuki Coupling Reaction on the Preparation of Carbosilane Dendrimers with 4-(Naphthalen-1-yl)phenyl Core 被引量:1
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作者 Rui Fang GUAN Chuan Jian ZHOU +2 位作者 Sheng Yu FENG David J. BERG Stephen R. STOBART 《Chinese Chemical Letters》 SCIE CAS CSCD 2006年第3期293-295,共3页
Carbosilane dendrimers with p-bromophenyl core were synthesized by alternating Grignard and hydrosilylation reaction. And the α-naphthalenyl was connected to the core by the Suzuki coupling reaction. A new carbosilan... Carbosilane dendrimers with p-bromophenyl core were synthesized by alternating Grignard and hydrosilylation reaction. And the α-naphthalenyl was connected to the core by the Suzuki coupling reaction. A new carbosilane dendrimer with big π-conjugated structure [4-(naphthalen-l-yl)phenyl core] was given. It shows Suzuki coupling reaction is an effective and powerful core-functionalization method and the satisfactory result can be obtained through prolonging the reaction time with the increase of the generation of dendrimer. 展开更多
关键词 suzuki coupling reaction core functionalization CARBOSILANE DENDRIMER naphthalene.
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Suzuki Reaction of Aryl Bromides Using a Phosphine-Free Magnetic Nanoparticle-Supported Palladium Catalyst 被引量:1
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作者 Nghia T. BUI Trung B. DANG Ha V. LE Nam T. S. PHAN 《催化学报》 SCIE EI CAS CSCD 北大核心 2011年第11期1667-1676,共10页
A palladium catalyst immobilized on superparaganetic nanoparticles was prepared with a palladium loading of 0.30 mmol/g. The catalyst was characterized using X-ray diffraction, scanning electron microscopy, transmissi... A palladium catalyst immobilized on superparaganetic nanoparticles was prepared with a palladium loading of 0.30 mmol/g. The catalyst was characterized using X-ray diffraction, scanning electron microscopy, transmission electron microscopy, vibrating sample magnetometry, thermogravimetric analysis, Fourier transform infrared, atomic absorption spectrophotometry, and nitrogen adsorption. The immobilized palladium catalyst was an efficient catalyst without added phosphine ligands for the Suzuki cross-coupling reaction of several aryl bromides with phenylboronic acid. The recovery of catalyst was simply by magnetic decantation in the presence of a magnet. The immobilized palladium catalyst can be reused many times without significant degradation in catalytic activity. No leaching of active palladium species into the reaction solution was detected. 展开更多
关键词 superparamagnetic nanoparticle suzuki reaction PALLADIUM aryl bromide
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