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CHINESE CHEMICAL LETTERS · 2016 · IF 1.947

Palladium-catalyzed amination of chloro-substituted 5-nitropyrimidines with amines

Meng-Meng Liu,Qiong Mei,Yi-Xiao Zhang,Peng Bai,Xiang-Hai Guo

A concise and efficient approach was developed for the synthesis of mono-substituted and di-substituted pyrimidines products via palladium-catalyzed amination of chloro-substituted 5-nitropyrimidines and amines. This synthetic methodology can produce various di-substituted pyrimidines in high yields with good functional group tolerance, and provide a complementary tool for the syntheses of important intermediates of nucleosides and purines with bioactivities.

研究领域: 有机化学 · 药物化学
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CHEMICAL ENGINEERING JOURNAL · 2024 · IF 13.3

Constructing a cationic pyridine for the highly selective and efficient recovery of gold from waste printed circuit boards

Shuliang Chen,Li Zhao,Xinrong Li,Zhen Chen,Xianzhi Hu,Futing Zi

Recovering gold from rich waste printed circuit boards (WPCBs) resource are of great significance to gold development and utilization. In this paper, cationic pyridine polymers with different configurations were designed and synthesised for highly selective and efficient recovery of gold from a WPCB leaching solution. The structures and performances of the cationic pyridine polymers were analysed using a 4–aminopyridine polychloromethylstyrene (4–AP/PCMS). The results indicate that the 4–AP/PCMS performed well in an acidic environment, including in the 5 % aqua regia solution. Gold adsorption on the 4–AP/PCMS followed pseudo–second–order kinetics and Langmuir isotherm models, suggesting that chemisorption occurred via a single–layer mechanism with a maximum loading capacity of 437.68 mg/g. Further, Au(III) adsorption on the 4–AP/PCMS involved electrostatic interactions and reduction between pyridine and AuCl 4 − . After five adsorption–desorption cycles, the adsorption rate remained above 99 %, whereas in actual leaching solutions it reached 92.24 %. All five pyridine polymers demonstrated outstanding Au(III) selectivity over binary and multicomponent solutions containing Cu(II), Ni(II), Co(II), Zn(II), Fe(III), Cd(II), and Mg(II), benefitting from the cationic pyridine skeleton. Contact patterns between the cationic pyridine polymers and AuCl 4 − considerably affected the gold loading capacity, and a single–point contact was found to be favourable for gold adsorption. These results indicated that cationic pyridine polymers are promising for recovering gold from WPCB leaching solutions.

研究领域: 材料科学 · 环境科学 · 化学工程
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JOURNAL OF ORGANIC CHEMISTRY · 2023 · IF 3.6

Balancing Activity and Stability in Halogen-Bonding Catalysis: Iodopyridinium-Catalyzed One-Pot Synthesis of 2,3-Dihydropyridinones

Yi Li,Yicen Ge,Rui Sun,Xiao Yang,Shipeng Huang,Huajian Dong,Yunyao Liu,Haodan Xue,Xiaoyan Ma,Haiyan Fu,Zeqin Chen

A one-pot cascade reaction for 2,3-dihydropyridinone synthesis was accomplished with 3-fluoro-2-iodo-1-methylpyridinium triflate as the halogen bond catalyst. The desired [4+2] cycloaddition products, bearing aryl, heteroaryl, alkyl, and alicyclic substituents, were successfully furnished in 28–99% yields. Mechanistic investigations proved that a strong halogen-bonding interaction forged between the iodopyridinium catalyst and imine intermediate was essential to dynamically masking the vulnerable C–I bond on the catalyst and accelerating the following aza-Diels–Alder reaction.

CAS / MDL: 50-00-0 54125-02-9
研究领域: 有机化学 · 催化化学
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ENVIRONMENTAL TECHNOLOGY · 2018 · IF 1.666

Modification of biochar by Fe2O3 for the removal of pyridine and quinoline

Hanjiang Xu,Xiaoping Zhang,Yudong Zhang

The biochar produced by pyrolysis at 600°C from powdered mango bark impregnated with iron, namely Fe2O3/biochar, was recognized as a multifunctional material for environmental applications. This work aims at using the above material for the removal of pyridine and quinoline from aqueous solutions. The physico-chemical properties of synthesized biochars were studied systematically with several commonly used material characterization methods including scanning electron microscope (SEM), energy dispersive spectroscopy (EDS), X-ray diffraction (XRD) and Fourier transform infrared spectrometer (FTIR). Structural and morphological analyses of the biochars showed that Fe2O3 particles were nanosized and distributed evenly on the surface of biochar, and thus exhibited great adsorption capacity for the removal of pyridine and quinoline. In addition, the results suggested that the main magnetic phase is maghemite (Fe2O3). The modified biochar showed high removal capacity (99%) for quinoline, but the removal capacity of pyridine was only 73%. The pH experiment in this passage indicated that both pyridine and quinoline reached a maximum adsorption amount at pH near 9.0. Adsorption kinetics suggested that the pseudo-second-order was well fitting the experiment data. The equilibrium study showed that the Langmuir model can adequately describe the adsorption process for pyridine and quinoline. The main mechanism of pyridine and quinoline removal was possibly electrostatic interactions and π–π interactions between the modified biochar and the adsorbate.

研究领域: 环境科学 · 材料科学
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EUROPEAN JOURNAL OF ORGANIC CHEMISTRY · 2014 ·Vol. 2015 ·期 3 ·631-637 · IF 3.154

ZnCl2-Promoted One-Pot Three-Component Synthesis of Multisubstituted Thiazolo[4,5-b]pyridines and Thieno[2,3-b:4,5-b′]dipyridines

Laichun Luo,Lanlan Meng,Yangqiu Peng,Yongning Xing,Qi Sun,Zemei Ge,Runtao Li

Graphical A facile ZnCl 2 -promoted one-pot three-component synthesis of thiazolo[4,5- b ]pyridines and thieno[2,3- b :4,5- b′ ]dipyridines is described. This approach involves a tandem S N 2/Thorpe–Ziegler cyclization/Friedländer reaction to give fused pyridines in moderate to good yields. A ZnCl 2 -promoted one-pot synthesis of multisubstituted thiazolo[4,5- b ]pyridines and thieno[2,3- b :4,5- b′ ]dipyridines from mercaptonitrile salts, α-bromo ketones and ketones has been developed. This approach involves a tandem S N 2 alkylation/Thorpe–Ziegler cyclization/Friedländer reaction, which allows the creation of two hetero rings and four new bonds in a single operation. The reaction proceeds smoothly under solvent-free conditions to afford fused pyridines in moderate to good yields.

研究领域: 有机化学 · 药物化学
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ELECTROCHIMICA ACTA · 2017 · IF 4.798

Novel dual-colored 1,1′,1″,1‴-tetrasubstituted (4,4′,4″,4‴-tetrapyridyl) cyclobutane with rapid electrochromic switching

Kang Ma,Qian Tang,Chun-rong Zhu,Jun-fei Long,Cheng-bin Gong,Xiang-kai Fu

This work reports novel dual-colored and fast switching electrochromic materials based on pyridinium salts , 1,1′,1″,1‴-tetrakis(4,4′,4″,4‴-tetrapyridyl)cyclobutane derivatives (TPCBDs). TPCBDs show outstanding electrochromic properties including fast electrochromic switching, dual color, reasonable contrast, low driving voltage, and good stability. TPCBDs are promising candidates for visible electrochromic displays because of their remarkable electrochromic behaviors.

研究领域: 材料科学 · 电化学
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JOURNAL OF MOLECULAR LIQUIDS · 2013 · IF 1.684

Highly directional co-assembly of 2,6-pyridinedicarboxylic acid and 4-hydroxypyridine based on low molecular weight gelators

Xiao-Qiu Dou,Ping Li,Siqing Lu,Xiaobing Tian,Yitian Tang,June D. Mercer-Chalmers,Chuan-Liang Feng,Di Zhang

The highly directional interactions among complex gelators of 2,6-pyridinedicarboxylic acid and 4-hydroxypyridine are investigated, which lead to the formation of ordered one-dimensional fibers with diameters of 500   nm   ~   2   μm. By scanning electron microscopy (SEM), Fourier transform infrared (FT-IR) spectroscopy, 1 H nuclear magnetic resonance ( 1 H NMR) spectroscopy, ultraviolet–visible (UV–vis) spectroscopy, and X-ray powder diffraction (XRD), the co-assembly of the complex into straight fibers under the function of multiple directional hydrogen bonds and π–π stackings is proved. The strong and directional interactions lead to rich dynamic behavior and high degrees of internal order among the complex gelators. The ordered one-dimensional co-assemblies possess useful functions in templated synthesis, molecular recognition , enzyme immobilization, and other biochemistry fields.

研究领域: 化学 · 材料科学 · 生物化学
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SYNLETT · 2011 ·Vol. 2012 ·期 01 ·145-149 · IF 2.447

Silver-Catalyzed 2-Pyridyl Arylation of Pyridine N-Oxides with Arylboronic Acids at Room Temperature

Wenpeng Mai,Jinwei Yuan,Zhicheng Li,Gangchun Sun,Lingbo Qu

All articles of this category A novel direct arylation of pyridine N -oxideswith arylboronic acids through C-H functionalization hasbeen developed. This new reaction is performed at room temperatureusing catalytic silver(I) nitrate in the presence of potassium persulfateand give 2-pyridyl arylation derivatives of pyridine N -oxides.

研究领域: 有机化学 · 催化反应
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ENVIRONMENTAL SCIENCE & TECHNOLOGY · 2024 · IF 10.8

Controllable Pyridine N-Oxidation–Nucleophilic Dechlorination Process for Enhanced Dechlorination of Chloropyridines: The Cooperation of HCO4– and HO2–

Ying Chen,Lei Tian,Wen Liu,Yi Mei,Qiu-Ju Xing,Yi Mu,Ling-Ling Zheng,Qian Fu,Jian-Ping Zou,Daishe Wu

Dechlorination of chloropyridines can eliminate their detrimental environmental effects. However, traditional dechlorination technology cannot efficiently break the C–Cl bond of chloropyridines, which is restricted by the uncontrollable nonselective species. Hence, we propose the carbonate species-activated hydrogen peroxide (carbonate species/H2O2) process wherein the selective oxidant (peroxymonocarbonate ion, HCO4–) and selective reductant (hydroperoxide anion, HO2–) controllably coexist by manipulation of reaction pH. Taking 2-chloropyridine (Cl–Py) as an example, HCO4– first induces Cl–Py into pyridine N-oxidation intermediates, which then suffer from the nucleophilic dechlorination by HO2–. The obtained dechlorination efficiencies in the carbonate species/H2O2 process (32.5–84.5%) based on the cooperation of HCO4– and HO2– are significantly higher than those in the HO2–-mediated sodium hydroxide/hydrogen peroxide process (0–43.8%). Theoretical calculations confirm that pyridine N-oxidation of Cl–Py can effectively lower the energy barrier of the dechlorination process. Moreover, the carbonate species/H2O2 process exhibits superior anti-interference performance and low electric energy consumption. Furthermore, Cl–Py is completely detoxified via the carbonate species/H2O2 process. More importantly, the carbonate species/H2O2 process is applicable for efficient dehalogenation of halogenated pyridines and pyrazines. This work offers a simple and useful strategy to enhance the dehalogenation efficiency of halogenated organics and sheds new insights into the application of the carbonate species/H2O2 process in practical environmental remediation.

研究领域: 环境科学 · 化学工程
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Asian Journal of Organic Chemistry · 2018 ·Vol. 7 ·期 12 ·2527-2533 · IF 2.496

Reaction of Quinoline N-Oxides and Pyridine N-Oxides with Arylzinc Reagents: Synthesis of 2-Arylquinolines and 2-Arylpyridines

Wei-Ze Li,Zhong-Xia Wang

Graphical Reaction of quinoline N -oxides and pyridine N -oxides with arylzinc reagents under transition-metal-free conditions was studied. The reaction was carried out in toluene (for quinoline N -oxides) or THF (for pyridine N -oxides) at 100 °C and required 2 equiv. of arylzinc loadings and the presence of 2.5 equiv. of TFAA, affording 2-arylquinolines and 2-arylpyridines, respectively, in 24% to 95% yields. Reaction of quinoline N -oxides and pyridine N -oxides with arylzinc reagents under transition-metal-free conditions was studied. The reaction was carried out in toluene (for quinoline N -oxides) or THF (for pyridine N -oxides) at 100 °C and required 2 equiv. of arylzinc loadings and the presence of 2.5 equiv. of TFAA, affording 2-arylquinolines and 2-arylpyridines, respectively, in 24% to 95% yields. Functional groups OMe, F, Cl, Br, CF 3 , C(O)NH 2 , COOR and NO 2 were tolerated. Mechanistic studies showed that the reaction of quinoline N -oxides proceeded via a 2-arylquinolin-1(2 H )-olate intermediate, and the reaction of pyridine N -oxides via a 5-arylpenta-2,4-dienal oxime intermediate.

CAS / MDL: 7439-95-4
研究领域: 有机化学 · 合成化学
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RSC Advances · 2016 ·Vol. 6 ·期 89 ·86034-86042 · IF 3.289

Producing pyridines via thermo-catalytic conversion and ammonization of glycerol over nano-sized HZSM-5

Lujiang Xu,Qian Yao,Ying Zhang,Yao Fu

In this study, nano-sized HZSM-5 catalysts with different Si/Al ratios were synthesized and employed for producing pyridines from glycerol via a thermo-catalytic conversion and ammonization (TCC-A) process. The catalytic performance of micro-sized HZSM-5 and nano-sized HZSM-5 was studied firstly. The nano-sized HZSM-5 showed better catalytic performance in pyridine production in the TCC-A process due to its smaller particle size. When the nano-sized HZSM-5 (Si/Al = 25) served as the catalyst, and the reaction temperature was about 550 °C with the weight hourly space velocity of glycerol to catalyst at 1 h−1 and the ammonia to glycerol ratio at 12 : 1, the highest yield of pyridines was up to 42.1%, which was much higher than that when using micro-sized HZSM-5 (35.6%) reported before. In addition, nano-sized HZSM-5 also showed a better catalytic performance than micro-sized HZSM-5 in the catalytic conversion of bio-derived furans to produce indoles. After five reaction/regeneration cycles, the catalytic performance of nano-sized HZSM-5 slightly decreased compared with the first run, but was still higher than that of micro-sized HZSM-5.

研究领域: 化学工程 · 催化材料
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COMBUSTION AND FLAME · 2022 · IF 5.767

Experimental and kinetic study of pyridine oxidation under the fuel-lean condition in a jet-stirred reactor

Ling-Nan Wu,Zhen-Yu Tian,Kai-Ru Jin,Zhi-Hao Zheng,Du Wang,Bing-Zhi Liu,Qiang Xu,Zhan-Dong Wang

Pyridine is an important model compound of fuel-nitrogen during the coal combustion process . The lean oxidation of pyridine was studied over 800–1100 K at atmospheric pressure with the equivalence ratio of 0.4 in a jet-stirred reactor. Pyridine and its oxidation products were measured by tunable synchrotron vacuum ultraviolet photoionization molecular-beam mass spectrometry and gas chromatography analyzer. Three-stage consumption phenomenon of pyridine and O 2 was observed including a fast consumption stage at 910–920 K, a moderate consumption stage at 920–1000 K, and a slow consumption stage at 1000–1100 K. HCN, N 2, N 2 O, and HNCO are the major nitrogenous oxidation products of pyridine. CO, CO 2 , HCN, and HNCO are the dominant carbonaceous products. HNCO is uniquely detected in the lean oxidation of pyridine compared with rich oxidation. A new pyridine LTO 2.0 model comprising 210 species and 1349 reactions was proposed, providing a good prediction of pyridine and its major oxidation products against experimental data. N 2 O emission is larger than NO at 1100 K. HCN is the dominant nitrogenous intermediate under both fuel-lean and fuel-rich conditions. Results of this work provide a detailed analysis of the nitrogen evolution mechanism of pyridine oxidation under the fuel-lean condition, which is close to the real industrial low-temperature coal combustion processes including the MILD combustion, fluidized bed combustion , etc.

CAS / MDL: 110-86-1
研究领域: 化学动力学 · 能源科学 · 环境科学
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