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Formation of dicyano ruthenium(II) complex mediated by triethylamine via deprotonation of hydrazonochroman-2,4-dione 在三乙胺介导下通过肼基二氢苯并二氢吡喃-2,4-二酮的去质子化作用形成二氰基钌(II)络合物
IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-29 DOI: 10.1007/s12039-024-02307-0
Reena Ravindran, Minitha R, Shiji Fazil, A. Sarau Devi

New ruthenium(II) complex containing cyanide anions has been isolated from the hydrazonochromandione ligand 3-(2-(4-chlorophenyl)hydrazono)chroman-2,4-dione in the presence of acetonitrile along with triethylamine from Ru(III) salt. This method is a one-pot synthetic approach for preparing dicyano Ru(II) complex. Using physicochemical and spectral techniques, the synthesized compound [Ru(CN)2L2]·2Et3N+H was structurally described. The monoanionic bidentate character of the hydrazone ligand and coordination through carbonyl oxygen and deprotonated hydrazonochroman-2,4-dione nitrogen atom were revealed by single crystal X-ray diffraction investigation of the Ru(II) complex. Ru(II) complex is a member of the P21/n space group and monoclinic system. Ru(II) chelate rings were stabilized by intermolecular hydrogen bonds and ππ stacking interactions between ligands and triethylammonium molecules. A single phase with rod-like morphologies is imaged by SEM. The quasi-reversible single electron transfer property is exhibited by the Ru(II) complex.

在乙腈和三乙胺的作用下,从氢氮铬二酮配体 3-(2-(4-氯苯基)氢氮)铬-2,4-二酮中分离出了新的含氰阴离子的钌(II)络合物。这种方法是一种制备二氰基 Ru(II) 复合物的单锅合成方法。利用物理化学和光谱技术,对合成的化合物 [Ru(CN)2L2]-2Et3N+H 进行了结构描述。通过对 Ru(II) 复合物的单晶 X 射线衍射研究,发现了腙配体的单阴离子双齿特性以及通过羰基氧和去质子化腙-2,4-二酮氮原子的配位。Ru(II) 复合物属于 P21/n 空间群和单斜晶系。配体和三乙基铵分子之间的分子间氢键和 π-π 堆积相互作用稳定了 Ru(II) 螯合环。扫描电子显微镜(SEM)对具有棒状形态的单相进行了成像。Ru(II) 复合物表现出准可逆的单电子转移特性。
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引用次数: 0
AgNO3-anchored Prussian blue-derived porous Ag/α-Fe2O3 heterostructure with enhanced electrochemical sensing performance towards methylparaben 锚定 AgNO3 的普鲁士蓝衍生多孔 Ag/α-Fe2O3 异质结构可提高对苯甲酸甲酯的电化学传感性能
IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-29 DOI: 10.1007/s12039-024-02323-0
Ho Van Minh Hai, Van Cuong Nguyen, The Ky Vo

Herein, we report on facile fabricating sensors based on Ag/α-Fe2O3 nanocubes harvesting by one-step pyrolyzing Prussian blue (PSB) template anchored AgNO3 at different temperatures (300~500°C) and exploiting them for electrochemical sensing of methylparaben (MP). The Ag/Fe2O3 nanocubes had crystallite sizes ranging from 300~400 nm and incorporated reduced Ag nanoparticles (AgNPs) ranging from 10.5~15.3 nm. Notably, the harvested Ag/Fe2O3 composites were constructed hetero-interfacial Ag–Fe2O3 structures inside the porous α-Fe2O3 cubes with interconnected pore matrix resulting from the thermal conversion of PSB. The carbon glass electrode (GCE) coated with an Ag/Fe2O3 sensor prepared at 400°C showed the highest oxidation peak at 0.84 V towards MP. In addition, the Ag/α-Fe2O3@GCE interface achieved an excellent detection of MP with a low LOD of 0.14 µM and a linear response range of 10~38 µM. The sensor also depicted good selectivity and stability during 10 days, demonstrating a suitable sensor for detecting and analyzing MP. This study provides a facile strategy for constructing a porous Ag/Fe2O3 heterostructural composite as an efficient electrochemical sensing material.

Graphical abstract

Sensors based on Ag/α-Fe2O3 nanocube harvesting by one-step pyrolyzing Prussian blue (PSB) template anchored AgNO3 and exploited for the electrochemical sensing of methylparaben. The results suggest that Ag/α-Fe2O3 nanocube crystals comprise heterointerfaces and interconnected pores. The Ag/α-Fe2O3@GCE interface exhibited excellent detection of methylparaben, good stability, and selectivity.

在此,我们报告了在不同温度(300~500°C)下一步热解普鲁士蓝(PSB)模板锚定的 AgNO3,从而方便地制造出基于 Ag/α-Fe2O3 纳米立方体的传感器,并将其用于对羟基苯甲酸甲酯(MP)的电化学传感。Ag/Fe2O3 纳米立方体的结晶尺寸为 300~400 nm,并含有 10.5~15.3 nm 的还原型 Ag 纳米颗粒(AgNPs)。值得注意的是,收获的 Ag/Fe2O3 复合材料是在多孔 α-Fe2O3 立方体内部构建的异质界面 Ag-Fe2O3 结构,其孔隙矩阵是由 PSB 热转换产生的。在 400°C 下制备的涂有 Ag/Fe2O3 传感器的碳玻璃电极 (GCE) 对 MP 的氧化峰值最高,为 0.84 V。此外,Ag/α-Fe2O3@GCE 界面实现了对 MP 的出色检测,LOD 低至 0.14 µM,线性响应范围为 10~38 µM。该传感器还具有良好的选择性和 10 天的稳定性,证明是一种适用于检测和分析 MP 的传感器。该研究为构建多孔 Ag/Fe2O3 异质结构复合材料作为高效电化学传感材料提供了一种简便的策略。图解摘要通过一步热解普鲁士蓝(PSB)模板锚定 AgNO3,获得基于 Ag/α-Fe2O3 纳米立方体的传感器,并将其用于苯甲酸甲酯的电化学传感。结果表明,Ag/α-Fe2O3 纳米立方体晶体由异质界面和相互连接的孔隙组成。Ag/α-Fe2O3@GCE 界面对苯甲酸甲酯具有良好的检测性能、稳定性和选择性。
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引用次数: 0
LED-based broadband cavity-enhanced spectrometer for high-sensitive optical detection of diacetyl in gas phase 基于 LED 的宽带空腔增强光谱仪,用于气相双乙酰的高灵敏度光学检测
IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-29 DOI: 10.1007/s12039-024-02324-z
Ardhendu Pal, Koushik Mondal, Soumen Mandal, Soumyadipta Chakraborty, Indrayani Patra, Manik Pradhan

Diacetyl (C4H6O2) is an important organic diketone that is widely used as flavoring agent and food additive. It is toxic when inhaled or exposed to high concentrations and may lead to chronic respiratory disease and neurodegenerative disorders. But, a viable optical detection method for rapid and quantitative estimation of diacetyl molecules in gas phase does not currently exist. Here, we report the design and development of a simple, compact and cost-effective robust optical technique exploiting incoherent broadband cavity-enhanced absorption spectroscopy (IBBCEAS) technique for high-sensitive selective detection and quantitative estimation of gas-phase diacetyl levels in real-time using a visible light emitting diode (LED) operating at 450 nm. The IBBCEAS method demonstrates an effective optical-path length of 4.5 km within an optical cavity (Finesse ~15706) composed of two high-reflective mirrors. A typical detection limit of ~190 parts-per-billion (ppb) for diacetyl was achieved with an optimum acquisition time of ~4 s at an optimal cavity pressure of 100 Torr. LED-based diacetyl sensor system was optimized, calibrated and demonstrated for trace detection of gaseous diacetyl at the ppb levels in various food products and liquor samples as a few representative applications, thus paving the way for development of future optical monitors.

Graphical abstract

This work represents the development of a LED-based optical setup for the detection of diacetyl molecule in gas phase.

二乙酰(C4H6O2)是一种重要的有机二酮,被广泛用作调味剂和食品添加剂。吸入或暴露于高浓度时会中毒,可能导致慢性呼吸道疾病和神经退行性疾病。但是,目前还没有一种可行的光学检测方法来快速、定量地估计气相中的双乙酰分子。在此,我们报告了利用非相干宽带空腔增强吸收光谱(IBBCEAS)技术设计和开发的一种简单、紧凑、高性价比的稳健光学技术,该技术利用工作波长为 450 纳米的可见光发光二极管(LED)对气相中的双乙酰水平进行高灵敏度的选择性检测和实时定量估算。IBBCEAS 方法在由两个高反射镜组成的光腔(Finesse ~15706)内的有效光路长度为 4.5 千米。在最佳腔压为 100 托时,最佳采集时间为 4 秒,双乙酰的典型检测限为十亿分之 190 (ppb)。对基于 LED 的双乙酰传感器系统进行了优化、校准和演示,可用于痕量检测各种食品和酒类样品中ppb级的气态双乙酰,从而为开发未来的光学监测器铺平了道路。 图文摘要 这项工作展示了基于 LED 的光学装置的开发,用于检测气相中的双乙酰分子。
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引用次数: 0
Synthesis and characterization of a new coordination polymer of copper (II): Catalytic application for reductive degradation of dyes under dark 一种新的铜(II)配位聚合物的合成与表征:黑暗条件下染料还原降解的催化应用
IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-26 DOI: 10.1007/s12039-024-02313-2
Aieshri Swargiary, Tanmoy Kumar Ghosh, Arunendu Mondal

A new copper (II) coordination polymer [{Cu(TMDP)(2,3-pydc)}.2H2O]n (A) has been synthesized successfully by solvolysis method using ligands 4,4′-trimethylenedipyridine (TMDP) and 2,3-pyridinedicarboxylic acid (2,3-pydc). The structure of the synthesised coordination polymer is confirmed by the single crystal X-ray diffraction study and also supported by CHN analysis. FTIR, UV-visible spectroscopy, thermogravimetric analysis (TGA) and powder XRD study are used to characterize A. The polymer in aqueous solution is applied as effective catalyst for reductive degradation of methyl orange (MO) and Congo red (CR) dyes with reducing agent sodium borohydride (NaBH4) under dark. The detail study of the catalytic reaction and its kinetic study reveals 97% and 76% degradation of MO and CR with rate constants of 0.061 min−1 and 0.005 min−1, respectively. This is the first example where a coordination polymer has been used for reductive degradation of dyes under dark condition.

Graphical abstract

A newly synthesized copper (II) coordination polymer [{Cu(TMDP)(2,3-pydc)}.2H2O]n (A) has been developed and studied by different analytical methods. The polymer (A) is then used as catalyst for degradation of anionic (MO and CR) dyes.

利用配体 4,4′-三亚甲基二吡啶(TMDP)和 2,3-吡啶二羧酸(2,3-ydc),通过溶解法成功合成了一种新的铜(II)配位聚合物 [{Cu(TMDP)(2,3-pydc)}.2H2O]n(A)。单晶 X 射线衍射研究证实了合成配位聚合物的结构,CHN 分析也证明了这一点。傅立叶变换红外光谱、紫外-可见光谱、热重分析 (TGA) 和粉末 XRD 研究用于表征 A。对催化反应及其动力学的详细研究表明,MO 和 CR 的降解率分别为 97% 和 76%,速率常数分别为 0.061 min-1 和 0.005 min-1。这是配位聚合物在黑暗条件下用于还原降解染料的第一个实例。图解摘要 一种新合成的铜(II)配位聚合物[{Cu(TMDP)(2,3-pydc)}.2H2O]n (A) 已被开发出来,并通过不同的分析方法进行了研究。聚合物 (A) 随后被用作降解阴离子(MO 和 CR)染料的催化剂。
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引用次数: 0
Functionalized graphene nanofiber-based low-cost composite membrane for vanadium redox flow battery applications 功能化石墨烯纳米纤维基低成本复合膜在钒氧化还原液流电池中的应用
IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-26 DOI: 10.1007/s12039-024-02318-x
Harun Khan, Aiswarya Kesh, Kothandaraman Ramanujam, Akhila Kumar Sahu

Nafion has gained widespread recognition as the predominant membrane due to its good proton conductivity, robust chemical resistance, and commendable mechanical stability. However, due to its well-developed water channels, it has poor barrier properties toward vanadium ions. Herein, to reduce vanadium ions permeability across the membranes without compromising the proton conductivity, graphene nanofiber (Herringbone type, GNF-H) as a filler has been incorporated into the Nafion matrix to fabricate the composite membrane. The membranes were subjected to physiochemical characterization, vanadium ion permeability, electrochemical impedance spectroscopy, and galvanostatic charge-discharge at different current densities. Vanadium permeability has significantly reduced in the 0.75% and 1% GNF-H composite membranes. Composite membranes (0.5%, 0.75%, and 1% GNF-H) showed a capacity of ~18.2, ~18.9, and ~16.8 Ah L−1 at 100 mA cm−2, respectively, whereas NafionTM 117 exhibited only ~16.3 Ah L−1 capacity at the same current density. The peak power of the cells consisted of 0.5, 0.75, and 1% GNF-H composite membrane and NafionTM 117 is ~538, ~507, ~465 and 388 mW cm−2, respectively. The present study concludes that applying Nafion/GNF-H in the VRFB system can be a promising strategy to reduce the vanadium ion permeation, cost-cutting and improve the VRFB performance.

GNF-H serves as a physical barrier to vanadium ion movement within the Nafion matrix, potentially lengthening the transport path of vanadium ions through the membrane. This reduces crossover and enhances membrane selectivity while not impeding proton transport, thereby enhancing the performance of VRFB.

Nafion 因其良好的质子传导性、强大的耐化学性和值得称赞的机械稳定性,已被广泛认可为最主要的膜。然而,由于其发达的水通道,它对钒离子的阻隔性能较差。在此,为了在不影响质子传导性的情况下降低钒离子在膜上的渗透性,我们将石墨烯纳米纤维(人字形,GNF-H)作为填料加入到 Nafion 基体中以制造复合膜。对膜进行了理化表征、钒离子渗透性、电化学阻抗谱分析以及不同电流密度下的电静态充放电试验。0.75% 和 1% GNF-H 复合膜的钒渗透性明显降低。复合膜(0.5%、0.75% 和 1% GNF-H)在 100 mA cm-2 时的容量分别为 ~18.2、~18.9 和 ~16.8 Ah L-1,而 NafionTM 117 在相同电流密度下的容量仅为 ~16.3 Ah L-1。由 0.5%、0.75% 和 1% GNF-H 复合膜和 NafionTM 117 组成的电池的峰值功率分别为 ~538 mW cm-2、 ~507 mW cm-2、 ~465 mW cm-2 和 388 mW cm-2。本研究得出的结论是,在 VRFB 系统中应用 Nafion/GNF-H 是减少钒离子渗透、降低成本和提高 VRFB 性能的一种有前途的策略。这就减少了交叉,提高了膜的选择性,同时又不妨碍质子传输,从而提高了 VRFB 的性能。
{"title":"Functionalized graphene nanofiber-based low-cost composite membrane for vanadium redox flow battery applications","authors":"Harun Khan,&nbsp;Aiswarya Kesh,&nbsp;Kothandaraman Ramanujam,&nbsp;Akhila Kumar Sahu","doi":"10.1007/s12039-024-02318-x","DOIUrl":"10.1007/s12039-024-02318-x","url":null,"abstract":"<p>Nafion has gained widespread recognition as the predominant membrane due to its good proton conductivity, robust chemical resistance, and commendable mechanical stability. However, due to its well-developed water channels, it has poor barrier properties toward vanadium ions. Herein, to reduce vanadium ions permeability across the membranes without compromising the proton conductivity, graphene nanofiber (Herringbone type, GNF-H) as a filler has been incorporated into the Nafion matrix to fabricate the composite membrane. The membranes were subjected to physiochemical characterization, vanadium ion permeability, electrochemical impedance spectroscopy, and galvanostatic charge-discharge at different current densities. Vanadium permeability has significantly reduced in the 0.75% and 1% GNF-H composite membranes. Composite membranes (0.5%, 0.75%, and 1% GNF-H) showed a capacity of ~18.2, ~18.9, and ~16.8 Ah L<sup>−1</sup> at 100 mA cm<sup>−2</sup>, respectively, whereas Nafion<sup>TM</sup> 117 exhibited only ~16.3 Ah L<sup>−1</sup> capacity at the same current density. The peak power of the cells consisted of 0.5, 0.75, and 1% GNF-H composite membrane and Nafion<sup>TM</sup> 117 is ~538, ~507, ~465 and 388 mW cm<sup>−2</sup>, respectively. The present study concludes that applying Nafion/GNF-H in the VRFB system can be a promising strategy to reduce the vanadium ion permeation, cost-cutting and improve the VRFB performance.</p><p>GNF-H serves as a physical barrier to vanadium ion movement within the Nafion matrix, potentially lengthening the transport path of vanadium ions through the membrane. This reduces crossover and enhances membrane selectivity while not impeding proton transport, thereby enhancing the performance of VRFB.</p>","PeriodicalId":616,"journal":{"name":"Journal of Chemical Sciences","volume":"136 4","pages":""},"PeriodicalIF":1.7,"publicationDate":"2024-11-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142714573","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Microfluidic synthesis of calcium tungstate CaWO4 微流控合成钨酸钙 CaWO4
IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-11 DOI: 10.1007/s12039-024-02322-1
E A Mukhanova, P D Kuznetsova, P V Medvedev, C Y Cárdenas Rodriguez, E R Kolomenskaya, A N Bulgakov, S V Chapek, O E Polozhentsev, A V Soldatov

Nowadays, microfluidic synthesis has many advantages over bulk synthesis. By controlling the flow into the microfluidic chip, we can synthesize nanoparticles with defined and precise characteristics. A continuous microfluidics synthesis of CaWO4 was conducted to obtain nanoparticles with a Scheelite structure approximately 10 nm in diameter. The CaWO4 nanoparticles were characterized using elemental composition, chemical structure, particle size distribution, and morphology. Calcium tungstate and its derivatives are well known for their optical properties and have great potential for medical applications. The small diameter of nanoparticles allows the synthesis of composites on their basic for theranostics in cancer treatment. Our work indicates the potential opportunity of a continuous microfluidics technique for the rapid fabrication of Scheelite-type tungstate.

Graphical abstract

Microfluidic synthesis of CaWO4 nanoparticles with a Scheelite structure using a continuous process yielding 10 nm particles. Characterization includes elemental composition, structure, and morphology. This substance has potential applications in photodynamic therapy because of its optical properties.

如今,微流控合成比散装合成有许多优势。通过控制进入微流控芯片的流量,我们可以合成具有确定和精确特征的纳米粒子。通过连续微流控合成 CaWO4,我们获得了直径约为 10 纳米的白钨矿结构纳米粒子。通过元素组成、化学结构、粒度分布和形态对 CaWO4 纳米粒子进行了表征。钨酸钙及其衍生物具有众所周知的光学特性,在医疗应用方面具有巨大潜力。纳米粒子直径小,可以在其基础上合成复合材料,用于癌症治疗。我们的工作表明,连续微流体技术为快速制造白钨矿型钨酸盐提供了潜在的机会。表征包括元素组成、结构和形态。由于其光学特性,这种物质在光动力疗法中具有潜在的应用价值。
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引用次数: 0
Copper-catalyzed synthesis of 3-substituted isocoumarins from 2-halogenation benzoic acid and alkynes 铜催化 2-卤化苯甲酸和炔烃合成 3-取代的异香豆素
IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-11 DOI: 10.1007/s12039-024-02311-4
Xiao-Li Qin, Xue-Qing Ding, Yu-Qin Li, Yi-Hao Yu, Fan Xu, Zhou Rong

A method for synthesizing 3-substituted isocoumarins under copper catalysis involves the cyclization reaction of o-bromobenzoic acid and alkynes in DMSO, with the assistance of K2CO3 at 100 °C. It exhibits a wide range of substrate compatibility and excellent tolerance towards diverse functional groups.

Graphical abstract

A method for synthesizing 3-substituted isocoumarins under copper catalysis involves the cyclization reaction of o-bromobenzoic acid and alkynes in DMSO, with the assistance of K2CO3 at 100 °C. This reaction demonstrates a synthesis yield of 8–81% for 3-substituted isocoumarins.

一种在铜催化下合成3-取代的异香豆素的方法,包括邻溴苯甲酸和炔烃在二甲基亚砜中的环化反应,在K2CO3的帮助下于100 °C进行。图解摘要一种在铜催化下合成 3-取代异香豆素的方法涉及邻溴苯甲酸和炔烃在二甲基亚砜中的环化反应,该反应在 K2CO3 的辅助下于 100 ℃ 进行。该反应显示,3-取代的异香豆素的合成收率为 8-81%。
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引用次数: 0
Cu/H–ZSM-5: A highly active and selective catalyst for the production of γ-valerolactone from biomass-derived levulinic acid Cu/H-ZSM-5:一种高活性、高选择性催化剂,用于从生物质衍生的白桦脂酸中生产γ-戊内酯
IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-08 DOI: 10.1007/s12039-024-02317-y
Vijayanand Perupogu, Suresh Babu Gadamani, Rajendiran Rajesh, Putra Kumar Balla, Shyamala Pulipaka, Srinivasa Rao Pinapati, Lingaiah Nakka

Investigating alternative energy sources is now crucial since the topic of climate action is growing in significance. One of the most promising renewable biomass feedstocks is levulinic acid (LA), which can be converted via an intermediary called γ-valerolactone (GVL) into value-added products. This study examined the hydrogenation of levulinic acid to γ-valerolactone using various copper-supported H–ZSM-5 catalysts with different Cu loadings (2–30 wt%) that were synthesized using a simple impregnation technique. The synthesized catalyst's morphological and chemical structure was examined using a variety of techniques, including XRD, N2 adsorption-desorption, TPR, TPD–NH3, and N2O titration. Overall, at 265°C and 30 hours of time on stream (TOS), 5 Cu/H–ZSM-5 showed the best conversion (87%) and selectivity (83%).

Graphical Abstract

One of the most promising renewable biomass feedstocks is levulinic acid (LA), which can be converted via an intermediary called γ-valerolactone (GVL) into value-added products. This study examined the hydrogenation of levulinic acid to γ-valerolactone using copper-supported H–ZSM-5 catalysts with different Cu loadings.

由于气候行动这一主题日益重要,研究替代能源现在变得至关重要。最有前景的可再生生物质原料之一是乙酰丙酸(LA),它可以通过一种名为γ-戊内酯(GVL)的中间体转化为高附加值产品。本研究采用简单的浸渍技术合成了不同铜负载量(2-30 wt%)的铜支撑 H-ZSM-5 催化剂,考察了将乙酰丙酸氢化为 γ-戊内酯的过程。采用 XRD、N2 吸附-解吸、TPR、TPD-NH3 和 N2O 滴定等多种技术对合成催化剂的形态和化学结构进行了检测。总的来说,在 265°C 和 30 小时的流动时间(TOS)条件下,5 Cu/H-ZSM-5 的转化率(87%)和选择性(83%)最好。 图解 摘要 最有前景的可再生生物质原料之一是乙酰丙酸(LA),它可以通过一种名为γ-戊内酯(GVL)的中间体转化为高附加值产品。本研究考察了使用不同铜负载的铜支撑 H-ZSM-5 催化剂将乙酰丙酸氢化为 γ-戊内酯的过程。
{"title":"Cu/H–ZSM-5: A highly active and selective catalyst for the production of γ-valerolactone from biomass-derived levulinic acid","authors":"Vijayanand Perupogu,&nbsp;Suresh Babu Gadamani,&nbsp;Rajendiran Rajesh,&nbsp;Putra Kumar Balla,&nbsp;Shyamala Pulipaka,&nbsp;Srinivasa Rao Pinapati,&nbsp;Lingaiah Nakka","doi":"10.1007/s12039-024-02317-y","DOIUrl":"10.1007/s12039-024-02317-y","url":null,"abstract":"<div><p>Investigating alternative energy sources is now crucial since the topic of climate action is growing in significance. One of the most promising renewable biomass feedstocks is levulinic acid (LA), which can be converted via an intermediary called <i>γ</i>-valerolactone (GVL) into value-added products. This study examined the hydrogenation of levulinic acid to <i>γ</i>-valerolactone using various copper-supported H–ZSM-5 catalysts with different Cu loadings (2–30 wt%) that were synthesized using a simple impregnation technique. The synthesized catalyst's morphological and chemical structure was examined using a variety of techniques, including XRD, N<sub>2</sub> adsorption-desorption, TPR, TPD–NH<sub>3</sub>, and N<sub>2</sub>O titration. Overall, at 265°C and 30 hours of time on stream (TOS), 5 Cu/H–ZSM-5 showed the best conversion (87%) and selectivity (83%).</p><h3>Graphical Abstract</h3><p>One of the most promising renewable biomass feedstocks is levulinic acid (LA), which can be converted via an intermediary called <i>γ</i>-valerolactone (GVL) into value-added products. This study examined the hydrogenation of levulinic acid to <i>γ</i>-valerolactone using copper-supported H–ZSM-5 catalysts with different Cu loadings.</p>\u0000<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":616,"journal":{"name":"Journal of Chemical Sciences","volume":"136 4","pages":""},"PeriodicalIF":1.7,"publicationDate":"2024-11-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595623","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Ultrasound-assisted synthesis and structure elucidation of novel quinoline-pyrazolo[1,5-a]pyrimidine hybrids for anti-malarial potential against drug-sensitive and drug-resistant malaria parasites and molecular docking 超声辅助合成新型喹啉-吡唑并[1,5-a]嘧啶杂化物并阐明其结构,研究其对药物敏感和耐药疟原虫的抗疟潜力及分子对接作用
IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-10-30 DOI: 10.1007/s12039-024-02294-2
Shilpika Khanikar, Prince Joshi, Anamika Sharma, Labet Bankynmaw Marpna, Tara Rangrime A Sangma, Rene Barbie Browne, Shunan Kaping, Philippe Helissey, Renu Tripathi, Jai N Vishwakarma

Novel (E)-3-(dimethylamino)-1-(quinolin-3-yl)prop-2-en-1-one and (E)-3-(dimethylamino)-1-(quinolin-3-yl)but-2-en-1-one (2) were synthesized in excellent yields by reacting 3-acetylquinoline with DMF-DMA and DMA-DMA respectively. Subsequently, 2 were used as the precursors for the synthesis of 3-(pyrazolo[1,5-a]pyrimidin-7-yl)quinolines and 3-(5-methylpyrazolo[1,5-a]pyrimidin-7-yl)quinolines (4). All the synthesized compounds were subjected to structure elucidation and evaluated for their antiparasitic potential with special reference to their anti-malarial properties. The in-vitro studies of the synthesized compounds revealed moderate anti-malarial efficacy for compounds 4b, 4c, 4d, 4k, 4l and 4m. Compounds 4g and 4i showed highest activity displaying IC50 values of 2.10 and 2.77 (mu)M, respectively, for the chloroquine-sensitive strain of P. falciparum, and 4.26 and 2.87 (mu)M, respectively, for the chloroquine-resistant strain. The in-vitro cytotoxicity of the compounds showed CC50 as >500 µM and thus, found to be safe. Molecular docking of the novel series of ligand 4a4n against the target protein P. falciparum PfLDH enzyme target (PDB ID 1LDG) revealed good binding energies ranging from –8.06 to –11.02 kcal/mol with low inhibition constants summed up as 1.04, 473.55, 352.51, 290.9, 437.86, 1.23, 41.18, 26.81, 162.76, 300.38, 70.2, 29.84, 4.14, 8.4 µM, respectively. The lower the inhibition constant (µM), the greater is the binding affinity and lower the medication required to inhibit the activity of the target receptor.

Graphical abstract

(E)-3-(dimethylamino)-1-(quinolin-3-yl)but-2-en-1-one with 3-aminopyrazole under ultrasonic irradiation in aqueous medium yielded novel 3-(pyrazolo[1,5-a]pyrimidin-7-yl)quinolines and 3-(5-methylpyrazolo[1,5-a]pyrimidin-7-yl)quinolines. Antimalarial studies against Pf3D7 strain resulted in moderate activity with compound 4g showing highest activity. Molecular docking analysis of the compounds reveals the potentiality of the series to serve as antimalarial agents against CQ-sensitive (Pf3D7) and multi-drug-resistant (PfK1).

通过 3-乙酰基喹啉分别与 DMF-DMA 和 DMA-DMA 反应,合成了新颖的 (E)-3-(dimethylamino)-1-(quinolin-3-yl)prop-2-en-1-one 和 (E)-3-(dimethylamino)-1-(quinolin-3-yl)but-2-en-1-one (2),产量极佳。随后,以 2 为前体合成了 3-(吡唑并[1,5-a]嘧啶-7-基)喹啉和 3-(5-甲基吡唑并[1,5-a]嘧啶-7-基)喹啉 (4)。对所有合成的化合物都进行了结构鉴定,并评估了它们的抗寄生虫潜力,特别是抗疟疾特性。对合成化合物的体外研究表明,化合物 4b、4c、4d、4k、4l 和 4m 具有中等抗疟功效。化合物 4g 和 4i 的活性最高,对恶性疟原虫氯喹敏感菌株的 IC50 值分别为 2.10 和 2.77 (mu)M,对氯喹抗性菌株的 IC50 值分别为 4.26 和 2.87 (mu)M。这些化合物的体外细胞毒性显示 CC50 为 500 µM,因此是安全的。新型系列配体 4a-4n 与恶性疟原虫 PfLDH 酶靶标蛋白(PDB ID 1LDG)的分子对接显示出良好的结合能,范围从 -8.06 至 -11.02 kcal/mol,抑制常数分别为 1.04、473.55、352.51、290.9、437.86、1.23、41.18、26.81、162.76、300.38、70.2、29.84、4.14 和 8.4 µM。抑制常数(µM)越低,说明结合亲和力越大,抑制目标受体活性所需的药物越少。图解摘要(E)-3-(二甲基氨基)-1-(喹啉-3-基)丁-2-烯-1-酮与 3-氨基吡唑在水介质中超声辐照下生成了新型 3-(吡唑并[1,5-a]嘧啶-7-基)喹啉和 3-(5-甲基吡唑并[1,5-a]嘧啶-7-基)喹啉。对 Pf3D7 菌株的抗疟研究结果表明,化合物 4g 具有中等活性,活性最高。化合物的分子对接分析表明,该系列化合物具有作为抗 CQ 敏感菌株(Pf3D7)和多重耐药菌株(PfK1)的抗疟药物的潜力。
{"title":"Ultrasound-assisted synthesis and structure elucidation of novel quinoline-pyrazolo[1,5-a]pyrimidine hybrids for anti-malarial potential against drug-sensitive and drug-resistant malaria parasites and molecular docking","authors":"Shilpika Khanikar,&nbsp;Prince Joshi,&nbsp;Anamika Sharma,&nbsp;Labet Bankynmaw Marpna,&nbsp;Tara Rangrime A Sangma,&nbsp;Rene Barbie Browne,&nbsp;Shunan Kaping,&nbsp;Philippe Helissey,&nbsp;Renu Tripathi,&nbsp;Jai N Vishwakarma","doi":"10.1007/s12039-024-02294-2","DOIUrl":"10.1007/s12039-024-02294-2","url":null,"abstract":"<div><p>Novel <i>(E)</i>-3-(dimethylamino)-1-(quinolin-3-yl)prop-2-en-1-one and <i>(E)</i>-3-(dimethylamino)-1-(quinolin-3-yl)but-2-en-1-one <b>(2)</b> were synthesized in excellent yields by reacting 3-acetylquinoline with DMF-DMA and DMA-DMA respectively. Subsequently, <b>2</b> were used as the precursors for the synthesis of 3-(pyrazolo[1,5-<i>a</i>]pyrimidin-7-yl)quinolines and 3-(5-methylpyrazolo[1,5-<i>a</i>]pyrimidin-7-yl)quinolines (<b>4</b>). All the synthesized compounds were subjected to structure elucidation and evaluated for their antiparasitic potential with special reference to their anti-malarial properties. The <i>in-vitro</i> studies of the synthesized compounds revealed moderate anti-malarial efficacy for compounds <b>4b</b>, <b>4c</b>, <b>4d</b>, <b>4k</b>, <b>4l</b> and <b>4m</b>. Compounds <b>4g</b> and <b>4i</b> showed highest activity displaying IC<sub>50</sub> values of 2.10 and 2.77 <span>(mu)</span>M, respectively, for the chloroquine-sensitive strain of <i>P</i>. falciparum, and 4.26 and 2.87 <span>(mu)</span>M, respectively, for the chloroquine-resistant strain. The <i>in-vitro</i> cytotoxicity of the compounds showed CC<sub>50</sub> as &gt;500 <i>µ</i>M and thus, found to be safe. Molecular docking of the novel series of ligand <b>4a</b>–<b>4n</b> against the target protein <i>P. falciparum Pf</i>LDH enzyme target (PDB ID 1LDG) revealed good binding energies ranging from –8.06 to –11.02 kcal/mol with low inhibition constants summed up as 1.04, 473.55, 352.51, 290.9, 437.86, 1.23, 41.18, 26.81, 162.76, 300.38, 70.2, 29.84, 4.14, 8.4 <i>µ</i>M, respectively. The lower the inhibition constant (<i>µ</i>M), the greater is the binding affinity and lower the medication required to inhibit the activity of the target receptor.</p><h3>Graphical abstract</h3><p><i>(E)</i>-3-(dimethylamino)-1-(quinolin-3-yl)but-2-en-1-one with 3-aminopyrazole under ultrasonic irradiation in aqueous medium yielded novel 3-(pyrazolo[1,5-<i>a</i>]pyrimidin-7-yl)quinolines and 3-(5-methylpyrazolo[1,5-<i>a</i>]pyrimidin-7-yl)quinolines. Antimalarial studies against <i>Pf</i>3D7 strain resulted in moderate activity with compound <b>4g</b> showing highest activity. Molecular docking analysis of the compounds reveals the potentiality of the series to serve as antimalarial agents against CQ-sensitive (<i>Pf</i>3D7) and multi-drug-resistant (<i>Pf</i>K1).</p><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":616,"journal":{"name":"Journal of Chemical Sciences","volume":"136 4","pages":""},"PeriodicalIF":1.7,"publicationDate":"2024-10-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142540682","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Lignin-derived Brønsted acidic catalyst for the green synthesis of biologically relevant indole derivatives 用于绿色合成生物相关吲哚衍生物的木质素衍生布氏酸催化剂
IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-10-25 DOI: 10.1007/s12039-024-02315-0
Balasubramaniyam Manikandan, Balasubramanian Indrajit Karikalan, Padmaja Gopal, Vaishanya Moorthy, Supriyo Chakraborty, Subramaniapillai Selva Ganesan

Readily available, naturally derived lignin was transformed into a Brønsted acidic organocatalyst. The obtained catalyst was utilized in the environmentally benign synthesis of biologically relevant indole derivatives such as vibrindole, turbomycin, etc. The scope of the developed methodology was further extended for the synthesis of aniline-tethered indoles, 4H-chromene, and indolin-2-one derivatives. Further, vicinal difunctionalization was successfully carried out with the aid of the developed organocatalyst. Imperatively, all the aforementioned reactions were carried out in the aqueous medium. The reusability of the heterogeneous catalyst was also proved by carrying out the reaction with the recovered catalyst.

Graphical abstract

Lignin-based naturally derived Brønsted acidic organocatalyst was utilized in the environmentally benign synthesis of biologically relevant indole derivatives, 4H-chromene, and indolin-2-one derivatives. All the aforementioned transformations were carried out in an environmentally benign aqueous medium.

现成的天然木质素被转化为一种布氏酸性有机催化剂。所获得的催化剂被用于合成与生物相关的吲哚衍生物,如振动吲哚、多波霉素等,对环境无害。所开发方法的范围进一步扩展到苯胺系吲哚、4H-色烯和吲哚啉-2-酮衍生物的合成。此外,在所开发的有机催化剂的帮助下,还成功地进行了邻位双官能化。更重要的是,上述所有反应都是在水介质中进行的。通过使用回收的催化剂进行反应,也证明了该异相催化剂的可重复使用性。图解摘要利用基于木质素的天然衍生布氏酸性有机催化剂合成了与生物相关的吲哚衍生物、4H-色烯和吲哚啉-2-酮衍生物,对环境无害。上述所有转化过程均在对环境无害的水介质中进行。
{"title":"Lignin-derived Brønsted acidic catalyst for the green synthesis of biologically relevant indole derivatives","authors":"Balasubramaniyam Manikandan,&nbsp;Balasubramanian Indrajit Karikalan,&nbsp;Padmaja Gopal,&nbsp;Vaishanya Moorthy,&nbsp;Supriyo Chakraborty,&nbsp;Subramaniapillai Selva Ganesan","doi":"10.1007/s12039-024-02315-0","DOIUrl":"10.1007/s12039-024-02315-0","url":null,"abstract":"<div><p>Readily available, naturally derived lignin was transformed into a Brønsted acidic organocatalyst. The obtained catalyst was utilized in the environmentally benign synthesis of biologically relevant indole derivatives such as vibrindole, turbomycin, etc. The scope of the developed methodology was further extended for the synthesis of aniline-tethered indoles, 4H-chromene, and indolin-2-one derivatives. Further, vicinal difunctionalization was successfully carried out with the aid of the developed organocatalyst. Imperatively, all the aforementioned reactions were carried out in the aqueous medium. The reusability of the heterogeneous catalyst was also proved by carrying out the reaction with the recovered catalyst.</p><h3>Graphical abstract</h3><p>Lignin-based naturally derived Brønsted acidic organocatalyst was utilized in the environmentally benign synthesis of biologically relevant indole derivatives, 4<i>H</i>-chromene, and indolin-2-one derivatives. All the aforementioned transformations were carried out in an environmentally benign aqueous medium.\u0000</p><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":616,"journal":{"name":"Journal of Chemical Sciences","volume":"136 4","pages":""},"PeriodicalIF":1.7,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142518585","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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