Journal of The Chinese Chemical Society最新文献

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Colorimetric sensing of lead ion using gold nanorod with enhanced sensitivity via catalytic etching 通过催化蚀刻提高灵敏度的金纳米棒对铅离子进行比色传感
IF 1.6 4区 化学
Journal of The Chinese Chemical Society Pub Date : 2024-07-01 DOI: 10.1002/jccs.202400095
Suyan Wang, Jingbo Sun, Jiafeng Cao, Kun Lu, Dong Xu
{"title":"Colorimetric sensing of lead ion using gold nanorod with enhanced sensitivity via catalytic etching","authors":"Suyan Wang,&nbsp;Jingbo Sun,&nbsp;Jiafeng Cao,&nbsp;Kun Lu,&nbsp;Dong Xu","doi":"10.1002/jccs.202400095","DOIUrl":"10.1002/jccs.202400095","url":null,"abstract":"<p>Lead, a prevalent heavy metal, poses significant risks to human health through various exposure pathways. Herein, we propose an extremely sensitive assay toward lead ion (Pb<sup>2+</sup>) using gold nanorods (GNRs) as probes based on its catalytic activity on etching gold in the presence of 2-mercaptoethanol and sodium thiosulfate. In the presence of Pb<sup>2+</sup>, etching predominantly occurs at the two ends of GNRs, leading to the reduction of aspect ratio and the corresponding blueshift of the localized surface plasmon resonance (LSPR). With increasing Pb<sup>2+</sup> concentration over the range of 0–50 μM, the color of GNR solution lightens, ultimately becoming colorless. The wavelength shift (Δλ) of LSPR is highly dependent on Pb<sup>2+</sup> concentration, with a linear regression equation of Δλ = 10.05ln[Pb<sup>2+</sup>] + 9.59 and an <i>R</i><sup>2</sup> = 0.995. The assay demonstrates high selectivity for Pb<sup>2+</sup> over other potentially interfering ions such as Cu<sup>2+</sup> because of its special catalytic activity in the etching of GNRs and the complexing ability of 2-mercaptoethanol and sodium thiosulfate. Validation of the assay was accomplished by analyzing several forest-derived food samples, affirming the accuracy in real-world scenarios. The assay we developed holds promise for many applications in environmental protection and food safety.</p>","PeriodicalId":17262,"journal":{"name":"Journal of The Chinese Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141512645","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
Effects of amino- and dimethylamine-groups on the fluorescent properties of novel flavone-based derivatives with ESIPT behavior: A TD-DFT study 氨基和二甲胺基团对具有 ESIPT 行为的新型黄酮基衍生物荧光特性的影响:TD-DFT 研究
IF 1.6 4区 化学
Journal of The Chinese Chemical Society Pub Date : 2024-06-29 DOI: 10.1002/jccs.202400144
Zhengyi Zhang, Hua Fang
{"title":"Effects of amino- and dimethylamine-groups on the fluorescent properties of novel flavone-based derivatives with ESIPT behavior: A TD-DFT study","authors":"Zhengyi Zhang,&nbsp;Hua Fang","doi":"10.1002/jccs.202400144","DOIUrl":"10.1002/jccs.202400144","url":null,"abstract":"<p>In this work, the effects of different functional groups on the excited-state intramolecular proton transfer behavior and fluorescent features of 3-hydroxy-2-(naphthalen-2-yl)-4H-chromen-4-one (HFN) are explored in detail. Three new compounds (HFN-1, HFN-2, and HFN-3) are designed based on the HFN by introducing the electron-donating groups (–NH<sub>2</sub>, –N(CH<sub>3</sub>)<sub>2</sub>). The mainly geometrical parameters of optimized configuration showed that the intramolecular hydrogen bonds of the studied compounds are enhanced in the excited (S<sub>1</sub>) state, confirming by the ground (S<sub>0</sub>) and excited states infrared spectra, electron densities and reduced density gradient isosurfaces. The S<sub>0</sub> → S<sub>1</sub> transitions of HFN derivatives are dominated by <i>ππ*</i> charge transfer transition. The introduction of electron-donating group (–NH<sub>2</sub>, –N(CH<sub>3</sub>)<sub>2</sub>) weakens the intramolecular hydrogen bond, increases the excited-state intramolecular proton transfer barrier and red-shifts the absorption/fluorescence peak. The coexistence of –NH<sub>2</sub> and –N(CH<sub>3</sub>)<sub>2</sub> make the absorption and fluorescence wavelengths of HFN-1/HFN-2 red-shift/blue-shift.</p>","PeriodicalId":17262,"journal":{"name":"Journal of The Chinese Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-06-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141501263","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
Loading thionine onto MXene enhances electron transfer and ultrasensitive electrochemical detection of H2O2 在 MXene 上载入亚硫酰加强电子转移和 H2O2 的超灵敏电化学检测
IF 1.6 4区 化学
Journal of The Chinese Chemical Society Pub Date : 2024-06-28 DOI: 10.1002/jccs.202400082
Shaoqing Dong, Yue Sun, Teng Liu, Yongzheng Wu, Wenxu Song, Qing Zhou
{"title":"Loading thionine onto MXene enhances electron transfer and ultrasensitive electrochemical detection of H2O2","authors":"Shaoqing Dong,&nbsp;Yue Sun,&nbsp;Teng Liu,&nbsp;Yongzheng Wu,&nbsp;Wenxu Song,&nbsp;Qing Zhou","doi":"10.1002/jccs.202400082","DOIUrl":"10.1002/jccs.202400082","url":null,"abstract":"<p>As an important reactive oxygen species (ROS) signal molecule in plant physiological regulation, H<sub>2</sub>O<sub>2</sub> maintains cellular homeostasis through concentration regulation. It is worth paying attention to the concentration imbalance of H<sub>2</sub>O<sub>2</sub> caused by various stresses, resulting in programed cell death or even developmental arrest in plants. To accurately quantify alterations in H<sub>2</sub>O<sub>2</sub> concentration induced by these stress factors, and deeply understand the H<sub>2</sub>O<sub>2</sub>-related physiological processes, a highly efficient hybrid electrode material of thionine@Ti<sub>3</sub>C<sub>2</sub>T<sub><i>x</i></sub> (Th@MXene) composite was developed. MXene nanosheets not only performed as carriers with high specific surface area for loading Th but also contributed to the enhancement of electrical conductivity. Meanwhile, Th was uniformly loaded on the MXene surface, facilitating electron transport from the analyte to the modified electrode. Under the optimal detection conditions, the sensing electrode (Th@MXene/GCE) was employed to quantify H<sub>2</sub>O<sub>2</sub> through Square-wave Voltammetry signals with a good linear relationship (correlation coefficient is 0.9997), and a wide calibration range of the sensor was 0.1 to 10,000 nM. Above all, the detection limit can be as low as 34 pM, demonstrating excellent sensitivity. Additionally, the sensor exhibited repeatability in real samples, demonstrating exceptional practicality.</p>","PeriodicalId":17262,"journal":{"name":"Journal of The Chinese Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141501309","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
Solvation model effects on the static first hyperpolarizability of a push–pull π-conjugated molecule 溶解模型对推挽π共轭分子静态第一超极化率的影响
IF 1.6 4区 化学
Journal of The Chinese Chemical Society Pub Date : 2024-06-28 DOI: 10.1002/jccs.202400059
Shih-I Lu, Bo-Cheng Wang
{"title":"Solvation model effects on the static first hyperpolarizability of a push–pull π-conjugated molecule","authors":"Shih-I Lu,&nbsp;Bo-Cheng Wang","doi":"10.1002/jccs.202400059","DOIUrl":"10.1002/jccs.202400059","url":null,"abstract":"<p>In this work, we presented the results of density functional theory calculations for the static first hyperpolarizability for one representative push–pull π-conjugated molecule, 2-dimethylamino-7-nitrofluorene, in six organic solvents (<i>p</i>-dioxane, chloroform, tetrahydrofuran, acetone, acetonitrile, and dimethylsulfoxide) spanning a large range of dielectric constant. The finite-field formalism was used to calculate the longitudinal component of the static first hyperpolarizability. The solvent effect was calculated using two distinct polarizable continuum solvation models: the linear response and the state-specific polarizable continuum models. The calculations demonstrated the existence of solvation model effects on the property of interest, which warranted further analysis. The two-level model was then employed to illustrate the impact of solvation model. Our findings suggested that the state-specific polarizable continuum model gave a decrease of the dipole moment of the excited state in high polarity solvent for a bathochromic molecule whose excited state should have a larger polarization than its ground state.</p>","PeriodicalId":17262,"journal":{"name":"Journal of The Chinese Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141512646","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
First fluorescent sensor for lutein in aqueous media based on thiosemicarbazide-bridged bis-tetraphenylethylene 基于硫代氨基脲桥接双四苯基乙烯的首个水介质中叶黄素荧光传感器
IF 1.6 4区 化学
Journal of The Chinese Chemical Society Pub Date : 2024-06-25 DOI: 10.1002/jccs.202400103
Shengjie Jiang
{"title":"First fluorescent sensor for lutein in aqueous media based on thiosemicarbazide-bridged bis-tetraphenylethylene","authors":"Shengjie Jiang","doi":"10.1002/jccs.202400103","DOIUrl":"10.1002/jccs.202400103","url":null,"abstract":"<p>This work designed and synthesized the first organic fluorescent sensor for lutein in aqueous solutions based on blue to yellow fluorescence change of thiosemicarbazide-bridged bis-tetraphenylene (<b>Bis-TPE</b>). By condensing monohydroxy tetraphenylene derivatives with p-phenylene di-isothiocyanate, <b>Bis-TPE</b> was produced. A fluorescence spectrophotometer was used to scan the fluorescence emission spectra from 380 to 700 nm with 360 nm as the excitation wavelength. The fluorescence spectra showed that <b>Bis-TPE</b> exhibited high selective sensing ability for lutein in aqueous medium, and the fluorescence showed red-shift phenomenon with a limit of detection as low as 0.26 μM for lutein. The sensing mechanism was confirmed by mass spectrometry, infrared, and fluorescence Job's plots based on the 1:1 stoichiometric ratio of double hydrogen bonding. The successful application of <b>Bis-TPE</b> in sensing test strips means that <b>Bis-TPE</b> can achieve efficient detection of lutein in complex environments. As a result, an aggregation-induced luminescence-based lutein fluorescence sensor was constructed, which exhibited highly selective and sensitive sensing of lutein, and provided a new research idea for the object detection of such structures.</p>","PeriodicalId":17262,"journal":{"name":"Journal of The Chinese Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-06-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141501308","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
Deciphering the energy storage and electro-catalytic potential of the BaLa2MnS5 ternary metallic sulfide prepared via single source precursor route 解读通过单源前驱体路线制备的 BaLa2MnS5 三元金属硫化物的储能和电催化潜力
IF 1.6 4区 化学
Journal of The Chinese Chemical Society Pub Date : 2024-06-25 DOI: 10.1002/jccs.202400067
Shaan Bibi Jaffri, Khuram Shahzad Ahmad, Wang Lin, Ram K. Gupta, Ghulam Abbas Ashraf, Asma A. Alothman
{"title":"Deciphering the energy storage and electro-catalytic potential of the BaLa2MnS5 ternary metallic sulfide prepared via single source precursor route","authors":"Shaan Bibi Jaffri,&nbsp;Khuram Shahzad Ahmad,&nbsp;Wang Lin,&nbsp;Ram K. Gupta,&nbsp;Ghulam Abbas Ashraf,&nbsp;Asma A. Alothman","doi":"10.1002/jccs.202400067","DOIUrl":"10.1002/jccs.202400067","url":null,"abstract":"<p>The present work elucidates the first report on the synthesis and energy applications of the novel BaLa<sub>2</sub>MnS<sub>5</sub> prepared from single source precursor route. This metal chalcogenide expressed a tuned band gap of 3.84 eV and an average crystallite size of 20.52 nm. Functional groups explored for BaLa<sub>2</sub>MnS<sub>5</sub> expressed strong signals for presence of the metal sulfide bonds. The thermal decomposition pattern of BaLa<sub>2</sub>MnS<sub>5</sub> followed a two-phased mechanism. Synthesized metal sulfide possessed an irregular morphology with particles arranged in random manner. An assessment of the chalcogenide BaLa<sub>2</sub>MnS<sub>5</sub> for energy applications has been carried out. When employed as an electrode material in 1 M KOH, which acted as the background electrolyte, BaLa<sub>2</sub>MnS<sub>5</sub> chalcogenide showed a specific capacitance of 597 F g<sup>−1</sup>. Furthermore, this BaLa<sub>2</sub>MnS<sub>5</sub> chalcogenide decorated electrode has a low resistance, as shown by the <i>R</i><sub><i>s</i></sub> of 1.35 Ω, and a specific power density of 7366 W kg<sup>−1</sup>, according to the impedance investigations. The electrochemical results for the OER activity are indicative of the OER overpotential and Tafel slope values as 388 mV and 108 mV/dec. This electrode achieved the HER overpotential value of 241 mV while the obtained Tafel slope was 194 mV/dec.</p>","PeriodicalId":17262,"journal":{"name":"Journal of The Chinese Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-06-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141528826","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
Biopharmaceutical beamline TLS 15A1 for macromolecular crystallography at the National Synchrotron Radiation Research Center 国家同步辐射研究中心用于大分子晶体学的生物制药光束线 TLS 15A1
IF 1.6 4区 化学
Journal of The Chinese Chemical Society Pub Date : 2024-06-21 DOI: 10.1002/jccs.202400111
Cheng-Hung Chiang, Chung-Kuang Chou, Chien-Chang Tseng, Yi-Hui Chen, Yi-Chun Liu, Chen-Ying Huang, Chun-Hsiung Chao, Chun-Hsiang Huang
{"title":"Biopharmaceutical beamline TLS 15A1 for macromolecular crystallography at the National Synchrotron Radiation Research Center","authors":"Cheng-Hung Chiang,&nbsp;Chung-Kuang Chou,&nbsp;Chien-Chang Tseng,&nbsp;Yi-Hui Chen,&nbsp;Yi-Chun Liu,&nbsp;Chen-Ying Huang,&nbsp;Chun-Hsiung Chao,&nbsp;Chun-Hsiang Huang","doi":"10.1002/jccs.202400111","DOIUrl":"10.1002/jccs.202400111","url":null,"abstract":"<p>Synchrotron protein crystallography (PX) remains an indispensable tool for uncovering the atomic structures of biomolecules. TLS 15A1, operated by the protein diffraction group of NSRRC, has been accessible to both academic and industrial users since January 2013. This beamline is energy-tunable within a range between 5.6 and 15.5 keV, which is suitable for phasing experiments. Over the past 11 years, TLS 15A1 has supported 657 projects and facilitated 1523 experiments across 41,656 h of beamtime. This article describes the beamline layout, studies of factors influencing data quality, and significant scientific contributions.</p>","PeriodicalId":17262,"journal":{"name":"Journal of The Chinese Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-06-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141512647","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
Theoretical insights into solvent-polarity-associated excited state behaviors for a novel 2-hydroxy-1-naphthaldehyde-triphenylamine (TPHY) fluorophore: A TDDFT study 新型 2-hydroxy-1-naphthaldehyde-triphenylamine (TPHY) 荧光团溶剂-极性相关激发态行为的理论见解:TDDFT 研究
IF 1.6 4区 化学
Journal of The Chinese Chemical Society Pub Date : 2024-06-21 DOI: 10.1002/jccs.202400072
Mengmeng Hou, Meiyi Zhang, Jinfeng Zhao, Liang Yang, Zhe Tang
{"title":"Theoretical insights into solvent-polarity-associated excited state behaviors for a novel 2-hydroxy-1-naphthaldehyde-triphenylamine (TPHY) fluorophore: A TDDFT study","authors":"Mengmeng Hou,&nbsp;Meiyi Zhang,&nbsp;Jinfeng Zhao,&nbsp;Liang Yang,&nbsp;Zhe Tang","doi":"10.1002/jccs.202400072","DOIUrl":"10.1002/jccs.202400072","url":null,"abstract":"<p>Inspired by the profound allure of the exquisitely regulated characteristics exhibited by 2-hydroxy-1-naphthaldehyde-triphenylamine (TPHY) and its derivatives in the realms of photochemistry and photophysics, our current endeavor primarily revolves around delving into the intricacies of photo-induced excited state reactions for TPHY fluorophores within solvents boasting varying degrees of polarity. Our simulations, resulting from variations in geometry and vertical excitation charge reorganization, unveil solvent polarity-dependent hydrogen bonding interactions and charge recombination induced by photoexcitation that can significantly enhance the excited state intramolecular proton transfer (ESIPT) reaction for TPHY chemosensor. By constructing potential energy surfaces (PESs), we reveal that the single ESIPT reaction of TPHY occurs concurrently with alternative dual intramolecular hydrogen bonds (O1-H2···N3 and O4-H5···N6). We sincerely hope that the regulation of solvent polarity on excited state behaviors may pave the way for the development of innovative luminescent materials.</p>","PeriodicalId":17262,"journal":{"name":"Journal of The Chinese Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-06-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141512648","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
Ratiometric fluorescence sensor for protamine and heparin based on N,P-doped carbon dots and Eosin Y 基于 N、P 掺杂碳点和曙红 Y 的原胺和肝素比率荧光传感器
IF 1.6 4区 化学
Journal of The Chinese Chemical Society Pub Date : 2024-06-21 DOI: 10.1002/jccs.202400065
Xuan He, Li-Juan Ou, Ji Wei, Fang-Ling Li, Zi-Ming Song, Chun-Yan Zhang, Ai-Ming Sun
{"title":"Ratiometric fluorescence sensor for protamine and heparin based on N,P-doped carbon dots and Eosin Y","authors":"Xuan He,&nbsp;Li-Juan Ou,&nbsp;Ji Wei,&nbsp;Fang-Ling Li,&nbsp;Zi-Ming Song,&nbsp;Chun-Yan Zhang,&nbsp;Ai-Ming Sun","doi":"10.1002/jccs.202400065","DOIUrl":"10.1002/jccs.202400065","url":null,"abstract":"<p>A novel ratiometric fluorescent assay was proposed for protamine and heparin based on blue-emitting N,P-doped carbon dots (N,P-CDs) and green-emitting Eosin Y. The N,P-CDs were prepared using arginine as carbon and nitrogen sources according to hydrothermal method with favorable luminescence intensity, photostability, and good reproducibility. And the N,P-CDs were used as internal reference fluorescence molecules. The anionic Eosin Y was used as fluorescence signal molecule. Protamine with positive group could interact with Eosin Y through electrostatic effect, leading to the fluorescence quenching of Eosin Y. Upon the addition of heparin, heparin was combined with protamine with stronger affinity through electrostatic interactions and hydrogen bonds, which preventing the bonding of protamine with Eosin Y and obvious fluorescence emissions of Eosin Y at 538 nm could be observed. Meanwhile, the fluorescence signal of N,P-CDs at 420 nm remained stable during the whole process. A good linear range between the fluorescence emission intensity ratio of I<sub>538</sub>/I<sub>420</sub> was obtained for protamine from 0.01 to 40 μg/mL with a low detection limit of 5.6 ng/mL, and heparin from 0 to 35 μg/mL with a low detection limit of 2.5 ng/mL. Moreover, the method was further applied to detection of heparin with satisfactory results in fetal bovine serum samples.</p>","PeriodicalId":17262,"journal":{"name":"Journal of The Chinese Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-06-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141512649","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
Palladium-catalyzed sequential Heck/Suzuki coupling reaction and the synthesis of diarylmethanes in aqueous media using indole-based N-heterocyclic carbene precursors 在水介质中使用吲哚基 N-杂环碳烯前体进行钯催化的顺序 Heck/Suzuki 偶联反应和二芳基甲烷的合成
IF 1.6 4区 化学
Journal of The Chinese Chemical Society Pub Date : 2024-06-19 DOI: 10.1002/jccs.202400115
Yu-Ming Hsu, Yi-Wen Hua, Ying-Yueh Wang, Ta-Jung Lu, Dong-Sheng Lee
{"title":"Palladium-catalyzed sequential Heck/Suzuki coupling reaction and the synthesis of diarylmethanes in aqueous media using indole-based N-heterocyclic carbene precursors","authors":"Yu-Ming Hsu,&nbsp;Yi-Wen Hua,&nbsp;Ying-Yueh Wang,&nbsp;Ta-Jung Lu,&nbsp;Dong-Sheng Lee","doi":"10.1002/jccs.202400115","DOIUrl":"10.1002/jccs.202400115","url":null,"abstract":"<p>This study introduced a versatile class of indole-based benzimidazolium salts, offering distinct advantages: (1) the utilization of affordable and easily accessible starting materials; (2) a straightforward and uncomplicated synthesis process; (3) the diversity of the salt should provide fine-tunability of steric and electronic properties. These salts, employed as N-heterocyclic carbene (NHC) precursors, were effectively utilized in the Pd-catalyzed C–C bond formation reactions involving aryl or benzyl halide. The catalytic system, arising from the in situ generation of Pd(OAc)<sub>2</sub> and indole-based benzimidazolium salts, demonstrated remarkable efficiency. It accomplished the synthesis of diarylmethanes via the Suzuki coupling of benzyl chlorides and arylboronic acids in aqueous media with a Pd loading of 0.5 mol%. Furthermore, it successfully achieved the one-pot sequential Heck/Suzuki coupling reactions with a Pd loading of as low as 0.25 mol%.</p>","PeriodicalId":17262,"journal":{"name":"Journal of The Chinese Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141501310","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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