APPLIED ORGANOMETALLIC CHEMISTRY
·
2014
·Vol. 28
·期 8
·635-640
·
IF 2.017
Xiaohua Zhao,Xiang Liu,Ming Lu
Low-melting β-cyclodextrin/ N -methylurea (NMU) mixture, an efficient catalytic system for ligand-free Suzuki and Heck couplings in the presence of fresh native β-CD-capped Pd 0 nanoparticles, has been successfully reported. This natural and convenient system can be performed in air and could afford the corresponding cross-coupled products in good to excellent isolated yields after a simple workup under every low Pd loading (0.05 mol%). Remarkably, the catalytic system can be recycled and reused without loss of catalytic activity. Copyright © 2014 John Wiley & Sons, Ltd.
研究领域:
化学
·
材料科学
·
催化反应
✓ 已验证
产品关联
DOI
高影响因子
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
·
2020
·Vol. 22
·期 11
·6222-6230
·
IF 3.43
Xiao Yan,Yafei Luo,Wei Liu,Li Liang,Ya Gan,Zhongzhu Chen,Zhigang Xu,Hua Wan,Dianyong Tang,Hubing Shi,Jianping Hu
Unveiling the reaction mechanism is significant for developing high-performance catalysts. In this paper, a series of precisely controlled PdxM147−x (M = Cu, Pt, Au, Rh, Ru) dendrimer encapsulated nanoparticles (DENs) has been successfully synthesized. The mechanisms of PdxM147−x as catalysts for Suzuki cross-coupling reactions were investigated by combining experimental and theoretical methods. The experimental results indicate that Pd74Cu73 DEN shows similar activity to Pd147 DEN and excellent substrate adaptability under mild reaction conditions. Moreover, the Cu component can play an important role in tuning the catalytic activity of PdxCu147−x DEN. Density functional theory (DFT) calculations illustrate that the similar activities of the Pd147 and Pd74Cu73 DENs originate from the comparable energy barriers of the rate-determining steps. The partial density of states (PDOS) and electron density differences demonstrate that Cu decreases the intensities of the valence orbitals of the top and edge Pd atoms and weakens orbital interactions between the intermediates and Pd74Cu73 DEN, leading to low desorption energies of the products. This work can provide a promising strategy to reduce the cost of Pd catalysts in Suzuki cross-coupling reactions.
研究领域:
化学
·
材料科学
·
催化反应机制
✓ 已验证
产品关联
DOI
PubMed
高影响因子
APPLIED ORGANOMETALLIC CHEMISTRY
·
2014
·Vol. 28
·期 9
·673-677
·
IF 2.017
Limin Ren,Wenyi Chu,Dinghui Guan,Yanjun Hou,Man Wang,Xiaobin Yuan,Zhizhong Sun
A simple and efficient route for the preparation of terphenyl derivatives via palladium-catalyzed sequential directed C―H arylation/Suzuki–Miyaura cross-coupling in ‘one-pot’ has been developed. 4,4′-(Cyclohexane-1,1-diyl)diphenol is an essential ligand. This reaction can tolerate a series of functional groups and provides the terphenyl derivatives in moderate to good yield. Copyright © 2014 John Wiley & Sons, Ltd.
研究领域:
有机化学
·
合成化学
✓ 已验证
DOI
高影响因子
JOURNAL OF ORGANOMETALLIC CHEMISTRY
·
2015
·
IF 2.173
Haiyang Liu,Xiaoshuang Li,Feng Liu,Ying Tan,Yuyang Jiang
This paper discusses the synthesis of the amide ligand N,N-diisopropyl quinoline-2-carboxamide from quinoline-2-carboxylic acid and diisopropylamine. The prepared ligand was utilized in the palladium catalyzed Suzuki cross-coupling reaction in ethanol-water 1:1 (v/v). The reaction exhibited high catalytic efficiency with low Pd loading (0.05 mol %) under mild reaction conditions (at 60–90 °C under air atmosphere). In this study, the catalyst was successfully used in coupling reactions between various aryl halides with phenylboronic acid to obtain desired products in excellent yields. Spectrometric methods of 1 H NMR, 13 C NMR, and HR-MS were used to characterize this amide ligand, and its binding properties toward the Pd center were also investigated in detail via HR-MS measurements.
研究领域:
有机化学
·
催化化学
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY
·
2022
·
IF 3.262
Qiuyu Lin,Luyun Xue,Jiannan Sun,Yuanchao Wang,Heyong Cheng
Suzuki–Miyaura cross-coupling is one of the most powerful strategies for constructing biaryl compounds. However, classic Suzuki–Miyaura coupling suffers from hour-scale reaction time and competitive protodeboronation. To address these problems, a mild nonaqueous potassium trimethylsilanolate (TMSOK)-assisted Suzuki–Miyaura coupling strategy was designed for the microsynthesis of biaryls in paper spray ionization (PSI). Due to the acceleration power facilitated by microdroplet chemistry in reactive PSI, the microsynthesis of biaryls by reactive PSI was accomplished within minutes with comparable yields to the bulk, showing good substrate applicability from 32 Suzuki–Miyaura reactions of aryl bromides and aryl boronic acid/borates bearing different substituents. Based on the above TMSOK-assisted Suzuki–Miyaura coupling strategy, we further developed a high-sensitivity and selective PSI mass spectrometry (MS) method for quantitative analysis of aryl bromides, a class of environmentally persistent organic pollutants that cannot be directly detected by ambient mass spectrometry due to their low ionization efficiency. In situ derivatization of aryl bromides was achieved with aryl borates bearing quaternary ammonium groups in PSI. The proposed PSI-MS method shows good linearity over the 0.01–10 μmol L–1 range with low detection limits of 1.8–4.8 nmol L–1 as well as good applicability to the rapid determination of six aryl bromides in three environmental water samples. The proposed PSI-MS method also shows good applicability to brominated flame retardants (polybrominated diphenyls/diphenyl esters). Overall, this study provides a simple, rapid, low-cost, high-sensitivity, and high-selectivity strategy for trace aryl bromides and other brominated pollutants in real samples with minimal/no sample pretreatment.
研究领域:
分析化学
·
环境科学
·
有机化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
RSC Advances
·
2015
·Vol. 5
·期 41
·32714-32719
·
IF 3.84
Gui-lin Zhuang,Jia-qi Bai,Li Tan,Hong-liang Huang,Yi-fen Gao,Xing Zhong,Chong-li Zhong,Jian-guo Wang
Zr-based MOFs usually feature exceptionally high thermal and chemical stability, which suggests that composites of noble metals and Zr-based MOFs could have wide industrial applications. In this work, we report the synthesis and characterization of Pd nanoparticles (of three different loadings: 0.3%, 0.5% and 1.0%) supported on micro-crystal DUT-67 MOFs. Via SEM, TEM and XPS characterization methods, it was found that the Pd nanoparticles were well dispersed on the interface of the MOF micro-crystals, with a diameter of 3.5 nm, and both the dangling organic groups and the cavities of the MOFs play important roles. Furthermore, PXRD, IR, TGA and N2 adsorption measurements confirmed that the composites are very robust. Studies on the catalytic properties indicated that they have good catalytic performance with a conversion of 99% and selectivity of 89% in the Suzuki coupling reaction. By a series of explorations, we found the best catalytic conditions are an ethanol–water mixed solvent as the medium, K2CO3 as the base and a temperature of 70 °C. Moreover, good catalytic properties were also shown for the hydrogenation of nitrobenzene, where the optimum temperature was 60 °C, and a conversion of 99% and selectivity of 99% were achieved.
研究领域:
材料科学
·
化学工程
✓ 已验证
DOI
高影响因子
JOURNAL OF NANOPARTICLE RESEARCH
·
2017
·Vol. 19
·期 4
·1-13
·
IF 2.02
Zhang Lilan,Guo Yali,Iqbal Anam,Li Bo,Deng Min,Gong Deyan,Liu Weisheng,Qin Wenwu
Herein, six kinds of PdNPs (including icosahedron, sphere, spindle, cube, rod, and wire) were synthesized via simple methods. The catalytic activities were investigated by the reduction reaction of Cr(VI) and Suzuki coupling reaction. Chemically synthesized morphologies of the six catalysis were characterized by transmission electron microscopy, field emission scanning electron microscopy, and X-ray diffraction, etc. Pd icosahedron shows a better catalytic property than other PdNPs with a rate constants 0.42 min −1 for the reduction of Cr(VI). Moreover, the electrocatalyst shows that Pd icosahedron possesses a bigger surface area of 8.56 m 2 /g than other nanoparticles, which is attributed to the better catalyst. The Pd icosahedron possesses a better catalytic property, attributing to the abundant exposed {111} facets with high activity on Pd icosahedron. The catalytic activities are closely related to the surface area with the following order: icosahedrons ≥ sphere > rod > spindle > cube > wire. The Pd icosahedron catalyst represents a strong activity for Suzuki coupling reaction as well, outweighting is 80%. The results reveal that Pd icosahedron acts as an efficient catalyst compared to other PdNPs (wire, rod, sphere, spindle, and cube).
研究领域:
材料科学
·
催化化学
✓ 已验证
DOI
高影响因子
APPLIED ORGANOMETALLIC CHEMISTRY
·
2017
·Vol. 31
·期 10
·e3741
·
IF 2.319
Wenhuan Dong,Saisai Cheng,Cheng Feng,Ningzhao Shang,Shutao Gao,Chun Wang,Zhi Wang
Uniform carbon nanospheres (UCS) with well-controlled nano-morphologies were fabricated by hydrothermal carbonization of sucrose in the presence of kayexalate. Highly dispersed and ultrafine palladium nanoparticles were supported on the UCS through a facile co-reduction process with NaBH 4 as reducing agent. The obtained Pd@UCS exhibited efficient catalytic activity for the Suzuki coupling reaction. Moreover, the as-prepared catalyst could be recycled and reused at least five times without significant loss of its catalytic activity.
研究领域:
材料科学
·
化学工程
·
催化化学
✓ 已验证
产品关联
DOI
高影响因子
COMPOSITES COMMUNICATIONS
·
2019
·
IF 0
Jinglu Chen,Mingtao Qiao,Wenyan Wang,Qiuyu Zhang
It is well known that palladium-catalyzed cross-coupling Suzuki reaction is very important way to build organic compound carbon skeleton. However, when some reactants such as chlorobenzene are used as substrates which has low reactivity, only moderately low yields were obtained using such kind of mobilized catalyst, Insufficient loading on the normal carrier, the problem of easy aggregation of palladium and large particle size of Pd were considered as reasons of it. A novel magnetic mesoporous Fe 3 O 4 @Void@mSiO 2 nanochains with yolk-shell structure have been first developed to solve the problems via magnetic-field induced distillation-precipitation polymerization together with a facile sol-gel method and the final calcination . Interestingly, we found that some pleated layers grown on the surface of Fe 3 O 4 @void@mSiO 2 nanochains during the hydrolysis of 3-aminopropyltriethoxysilane (KH-550) and special microstructures endow them with excellent porosity which are helpful for increasing the loading capacity of Pd nanoparticles . Owing to high aspect ratio and superparamagnetism , the magnetic nanochains can rotate in the water or organic solution and be separated and recycled easily with the drive of alternating magnetic field. In this catalysis system, the orderly mesoporous opening structure of the hollow mesoporous nanochains could effectively facilitate the transfer of reactant molecules, and the existence of the internal cavities would effectively prolong the action time of the Pd nanoparticles for the Suzuki reaction. The reaction yields of coupling reaction between bromobenzene/chlorobenzene and phenylboronic acid catalyzed by the nanochains can reach nearly 100% respectively. and the reaction yields can still maintain 92.93% and 60.86% after 7 cycles, respectively.
研究领域:
材料科学
·
化学工程
·
纳米技术
✓ 已验证
DOI
ACS Applied Materials & Interfaces
·
2021
·
IF 9.229
Xueyan Sun,Shaofeng Li,Jinzhe Cao,Yuchao Wang,Wenbo Yang,Lijing Zhang,Yijin Liu,Jieshan Qiu,Shengyang Tao
Suzuki cross-coupling reactions catalyzed by palladium are authoritative protocols in fine-chemical synthesis. Mass transfer and catalyst activity are both significant factors affecting the reaction efficiency in heterogeneous reactions. Although the holistic catalysts hold great promise in heterogeneous reactions due to the enhanced mass transport and convenient recycling, the unsatisfied catalytic activity has impeded further large-scale applications. In addition, another pronounced barrier is the product separation in the intricate system. Here, the catalytic production and separation of biphenyl (purity of 99.7%) were achieved by integrating the Suzuki cross-coupling reactions and the crystallization separation for the first time. A hierarchical-structured impeller with Pd nanoparticles (NPs) loaded on the Ni(OH)2 nanosheets was prepared to catalyze the Suzuki reactions for bromobenzene, which exhibits a high turnover frequency (TOF) value of 25,976 h–1 and a yield of 99.5%. The X-ray absorption fine structure (XAFS) analysis has unveiled that the electron transfer between the Pd NPs and Ni(OH)2 accounts for the greatly enhanced catalytic activity. The findings inspire new insights toward rational engineering of highly efficient holistic catalysts for Suzuki reaction, and the innovative integrated technology offers an avenue for the separation and collection of products.
研究领域:
化学工程
·
材料科学
·
催化技术
✓ 已验证
DOI
高影响因子
NEW JOURNAL OF CHEMISTRY
·
2022
·Vol. 46
·期 31
·14879-14887
·
IF 3.925
Fu Wang,Chunping Li,Tong Xu,Ying Li,Yinghui Sun,Jie Bai
Among rare earth oxides (REO), mixed-valence praseodymium oxide (Pr3+/Pr4+) has the highest O mobility and very promising applications in multiphase catalysis. In this paper, Pd-loaded praseodymium oxide nanotubes were successfully prepared by immobilizing Pd nanoparticles on modified carriers. XPS characterization showed that the electron transfer process during the reaction could be regulated by changing the Pr3+/Pr4+ ratio of praseodymium oxide. Importantly, the H2-PrxOy carrier surface has much higher Pd electron density, and the electron-rich Pd nanoparticles make it easier to break the C–Br bond and transfer electrons from Pd to C and Br atoms, leading to the formation of ArPdIIBr intermediate complexes. In the Suzuki coupling reaction, Pd/H2-PrxOy exhibited higher catalytic performance under mild conditions. There is a strong correlation between the surface properties of the carriers and the catalytic activity of the Pd nanocatalysts. This provides a new strategy for the preparation of Suzuki coupling reaction catalysts.
研究领域:
催化化学
·
材料科学
·
表面化学
✓ 已验证
DOI
高影响因子
JOURNAL OF COLLOID AND INTERFACE SCIENCE
·
2024
·
IF 9.4
Hongwei He,Zhoulin Ma,Shuya Zhang,An Cai,Huan Ye,Xiaobin Fan,Wenchao Peng,Yang Li
A palladium–zinc alloy nanoparticles decorated nitrogen-doped porous carbon catalyst (PdZn 30 –NC) was synthesized and utilized for Suzuki coupling reaction. The alloying palladium (Pd) with zinc (Zn) and pore expanding are realized simultaneously. Density functional theory (DFT) calculations and experimental studies reveal that the alloying Pd with Zn can lower the energy barrier in Suzuki coupling reaction. Nitrogen adsorption–desorption measurements uncover that pore expansion caused by the zinc nitrate hexahydrate assisted calcination gives rise to the multiplication of mesopore with a pore diameter of 6 nm, which facilitates mass transfer during the reaction. As a result, the alloying Pd with Zn and pore expanding together endow PdZn 30 –NC with excellent catalytic activity. PdZn 30 –NC demonstrates exceptional catalytic activity and stability in Suzuki coupling reaction. A high biphenyl yield of 97.7 % within 40 min and stable reusability of 93.3 % yield after five reuse cycles can be achieved. This work not only offers a viable method for Suzuki coupling reaction, but also provides insights for designing new catalysts toward Suzuki coupling reaction.
研究领域:
材料化学
·
催化反应
·
理论计算
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）