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Synthesis and Evaluation of a Nano Silver/Congo Red-Based Colorimetric Sensor for Sensing Mercury Ions in Water 基于纳米银/刚果红的水中汞离子比色传感器的合成与评价
IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2026-02-11 DOI: 10.1002/slct.202506988
Imdadullah Qureshi, Rashid Minhas, Richard Thornton Baker, Muhammad Shahzad Shifa, Eman A. Alabdullkarem

Colorimetric detection of Hg2+ ions is one of the most promising and highly needed areas of environmental research. Silver nanoparticles (AgNPs) provide an efficient platform for visual detection of Hg2+ ions because these particles are easy to synthesize. However, the application of AgNPs suffers from certain shortcomings such as AgNPs aggregation, low detection limit, and poor selectivity. In the present study, AgNPs have been synthesized using a conventional method. After synthesis, AgNPs were treated with Congo red forming complex (Ag–CR). The synthesis procedure adopted was to prevent AgNPs from aggregation and to achieve higher sensitivity and selectivity. Ag–CR exhibited its function as a colorimetric sensor and facilitated clear visual detection of Hg2+ ions in aqueous media. After treatment, the solutions turned from yellow to colorless in just 30 s. The sensor can sense Hg ion up to the minimum concentration of 11 nM limit of detection (LOD). Similarly, limit of quantification was found to be 35 nM. Ag–CR efficiently sensed Hg2+ in real samples also. In comparison to AgNPs in the bare form, that is, without CR, Ag–CR imparts stability by blocking AgNPs from aggregation, removing toxicity of CR, exhibiting higher selectivity, and detecting only Hg2+ ions in water.

Hg2+离子的比色检测是环境研究中最有前途和最需要的领域之一。银纳米粒子(AgNPs)由于易于合成,为Hg2+离子的视觉检测提供了一个有效的平台。然而,AgNPs的应用存在AgNPs聚集、检测限低、选择性差等缺点。本研究采用常规方法合成了AgNPs。合成后,用刚果红形成配合物(Ag-CR)对AgNPs进行处理。采用的合成工艺是为了防止AgNPs聚集,达到更高的灵敏度和选择性。Ag-CR表现出了比色传感器的功能,有助于在水介质中清晰地视觉检测Hg2+离子。处理后,溶液在30秒内由黄色变为无色。该传感器对汞离子的检测下限可达11 nM。同样,定量限为35 nM。Ag-CR在实际样品中也能有效地检测到Hg2+。与没有CR的裸态AgNPs相比,Ag-CR通过阻断AgNPs的聚集,去除CR的毒性,表现出更高的选择性,并且只检测水中的Hg2+离子,从而赋予AgNPs稳定性。
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引用次数: 0
Advancements in Polymeric Membrane Fabrication: Implications for Biomedical Engineering 高分子膜制造的进展:对生物医学工程的启示
IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2026-02-11 DOI: 10.1002/slct.72669
Alishba Haider, Ayesha Shahid, Sana Javaid, Fawad Ahmed, Shafi Ur Rehman, Mohamed A. Habib, Ahmed B. M. Ibrahim, Mudassir Iqbal

Polymeric membranes play a critical role in biomedical engineering due to their adjustable physicochemical properties, biocompatibility, and fabrication flexibility. This review evaluates how fabrication techniques such as phase inversion, electrospinning, nano-imprinting, self-assembly, and 3D printing govern membrane structure and performance. Polymeric membranes engineered with controlled porosity, tailored surface chemistry, and regulated release behavior exhibit improved performance and demonstrate strong potential for future biomedical uses, including drug delivery, tissue engineering scaffolds, and wound care applications. The relationship between material selection and biomedical applications, including hemodialysis, drug delivery, tissue engineering, and artificial organs, is highlighted, alongside challenges in scalability and future trends in sustainable and intelligent membrane design.

聚合物膜由于其可调节的物理化学性质、生物相容性和制造灵活性,在生物医学工程中起着至关重要的作用。本文综述了相变、静电纺丝、纳米印迹、自组装和3D打印等制造技术如何影响膜的结构和性能。通过控制孔隙度、定制表面化学和调节释放行为的聚合物膜表现出更好的性能,并在未来的生物医学应用中显示出强大的潜力,包括药物输送、组织工程支架和伤口护理应用。材料选择与生物医学应用之间的关系,包括血液透析、药物输送、组织工程和人造器官,以及可扩展性的挑战和可持续和智能膜设计的未来趋势。
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引用次数: 0
Facile Synthesis, DFT Calculations, ADMET Analysis, In Silico, and In Vitro Biological Evaluation of Metal Complexes Derived From O and N Donor Quinoxaline Schiff Bases 简单合成,DFT计算,ADMET分析,在硅和体外生物学评价从O和N供体喹诺啉席夫碱衍生的金属配合物
IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2026-02-11 DOI: 10.1002/slct.202504264
Hina Ghafoor, Samd Ullah, Rubina Bibi, Muhammad Ali, Ajaz Hussain, Muhammad Tariq, Khalid Mahmood, Saghir Hussain, Muhammad Yar, Khurshid Ayub, Sana Iqbal

The present study involves the synthesis, computational, In silico and In vitro biological evaluation of O and N donor quinoxaline schiff base ligands (L1 and L2) and their metal (Co (II), Cu (II), Zn (II)) complexes. The structural confirmation of ligands and metal complexes was done by FTIR, UV, 1HNMR, 13CNMR and elemental analysis. Further, density functional theory (DFT) was performed to find out UV/Visible, FTIR, FMO, and NBO analysis of ligands and metal complexes. The computational results validated the experimental results. The anticancer potential of ligands and metal complexes was checked by SSDNA and BSA binding. High value of DNA binding constant (kb = 2.19 × 106 M−1 (CoL1), 1.15 × 106 M−1 (CuL1), 1.25 × 106 M−1 (ZnL1), 1.929 × 106 M−1 (CoL2), 0.157 × 106 M−1 (CuL2), 0.854 × 106 M−1 (ZnL2) of complexes showed greater interaction with DNA than ligands (kb = 1.3 × 105 M−1 (L1), (3.50 × 104 M−1 (L2). An anti-diabetic (In vitro) study of ligands and metal complexes was done by using α-amylase and HI (human insulin) bindings. The α-amylase inhibition (%) (94.2 ± 0.20 (CoL1), 91.2 ± 0.34 (CuL1), 92.5 ± 0.26 (ZnL1), 92.92 ± 0.40 (CoL2), 88.06 ± 1.80 (CuL2), 91.40 ± 0.35 (ZnL2)) showed that complexes have greater efficiency to control diabetes than L1, L2 and control (metformin). Pharmacokinetics/ADMET analysis was performed. Molecular docking against (DNA, BSA, and α-amylase) was performed; the obtained results were similar to experimental calculations.

本研究涉及O和N供体喹啉席夫碱配体(L1和L2)及其金属(Co (II), Cu (II), Zn (II))配合物的合成,计算,硅和体外生物学评价。配体和金属配合物的结构通过FTIR、UV、1HNMR、13CNMR和元素分析进行了确证。此外,利用密度泛函理论(DFT)对配体和金属配合物进行了紫外/可见光、红外光谱(FTIR)、FMO和NBO分析。计算结果验证了实验结果。通过SSDNA和BSA的结合来检测配体和金属配合物的抗癌潜力。高DNA结合常数(kb = 2.19 × 106 M−1 (CoL1), 1.15 × 106 M−1 (CuL1), 1.25 × 106 M−1 (ZnL1), 1.929 × 106 M−1 (CoL2), 0.157 × 106 M−1 (CuL2), 0.854 × 106 M−1 (ZnL2))的配合物与DNA的相互作用大于配体(kb = 1.3 × 105 M−1 (L1), (3.50 × 104 M−1 (L2))。通过α-淀粉酶和HI(人胰岛素)结合,对配体和金属配合物进行了抗糖尿病(体外)研究。α-淀粉酶抑制率(%)(94.2±0.20 (CoL1)、91.2±0.34 (CuL1)、92.5±0.26 (ZnL1)、92.92±0.40 (CoL2)、88.06±1.80 (CuL2)、91.40±0.35 (ZnL2))表明配合物对糖尿病的控制效果优于L1、L2和对照组(二甲双胍)。进行药代动力学/ADMET分析。进行分子对接(DNA、BSA和α-淀粉酶);所得结果与实验计算结果相似。
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引用次数: 0
Nickel(II) Complex of 4-Hydroxy-6-methyl-2(1H)-pyridinone: Experimental Characterization, DFT Insights, and Evaluation of Antimicrobial, Antioxidant, and Anti-Inflammatory Activities 4-羟基-6-甲基-2(1H)-吡啶酮镍(II)配合物:实验表征、DFT见解及抗菌、抗氧化和抗炎活性评价
IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2026-02-11 DOI: 10.1002/slct.202506443
M. Anandhi, R. Govindharaju, B. Mary Juliet, S. Balasubramaniyan, G. Mangaiyarkarasi, P. Lilly Florence, R. Premkumar

A nanostructured Ni(II) coordination complex, [NiC26H28N6O8S2] was synthesized via a microwave-assisted route using 4-hydroxy-6-methyl-2(1H)-pyridinone and thiocyanate ligands. The complex was characterized by elemental analysis, molar conductance, magnetic susceptibility, UV–vis, ESI-MS, FT-IR spectroscopy, cyclic voltammetry (CV), powder x-ray diffraction (PXRD), and scanning electron microscopy (SEM). Spectroscopic and magnetic data confirmed an octahedral geometry, while PXRD and SEM analyses revealed spherical nanocrystallinity with an average particle size of ∼41 nm, consistent with density functional theory (DFT) calculations. The Ni(II) complex exhibited significantly enhanced antimicrobial activity compared to the free ligand, with IC50 values of 40 µg/mL against Staphylococcus aureus, 46 µg/mL against Bacillus subtilis, and 38 µg/mL against Aspergillus flavus. Molecular docking studies demonstrated strong binding affinity toward S. aureus (–10.02 kcal/mol), supporting the experimental findings. The complex also showed improved antioxidant activity (DPPH IC50 = 168.24 µg/mL) and dose-dependent anti-inflammatory effects comparable to aceclofenac. In silico ADMET profiling was performed to assess the pharmacological potential. Overall, these findings highlight the multifunctional therapeutic potential of the synthesized Ni(II) complex.

以4-羟基-6-甲基-2(1H)-吡啶酮和硫氰酸盐为配体,微波辅助合成了纳米结构的Ni(II)配合物[NiC26H28N6O8S2]。通过元素分析、摩尔电导、磁化率、UV-vis、ESI-MS、FT-IR、循环伏安法(CV)、粉末x射线衍射(PXRD)和扫描电镜(SEM)对配合物进行了表征。光谱和磁性数据证实了其八面体几何形状,而PXRD和SEM分析显示其平均粒径为~ 41 nm的球形纳米结晶度,与密度泛函理论(DFT)计算一致。与游离配体相比,Ni(II)配合物的抗菌活性显著增强,对金黄色葡萄球菌的IC50值为40µg/mL,对枯草芽孢杆菌的IC50值为46µg/mL,对黄曲霉的IC50值为38µg/mL。分子对接研究显示对金黄色葡萄球菌具有较强的结合亲和力(-10.02 kcal/mol),支持实验结果。该复合物还具有较好的抗氧化活性(DPPH IC50 = 168.24µg/mL)和剂量依赖性抗炎作用,与乙酰氯芬酸相当。在计算机上进行ADMET谱分析以评估其药理潜力。总的来说,这些发现突出了合成的Ni(II)复合物的多功能治疗潜力。
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引用次数: 0
Green Synthesis of Selenium Nanoparticles Using Aporosa Cardiosperma Leaf Extract: Antimicrobial Potential, Dye Degradation, and In Vivo Toxicity Assessment 利用心胚苋叶提取物绿色合成纳米硒:抗菌潜力、染料降解和体内毒性评估
IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2026-02-11 DOI: 10.1002/slct.202505300
Ubais Abdul, Munirathna Saravanamuni, Dinesh Babu Manikandan, Manikandan Arumugam, Srinivasan Sampath, Thirumurugan Ramasamy

Selenium nanoparticles (SeNPs) were synthesized using the medicinal plant Aporosa cardiosperma. UV-visible spectroscopy revealed the λmax for the surface plasmon resonance peak at 240 and 410 nm with a bandgap of 2.3 eV. Dynamic light scattering showed SeNPs had an average size of 160.4 nm. The zeta potential was −39.2 mV, indicating excellent stability. Images obtained with the FE-SEM and HR-TEM microscopes revealed that SeNPs were spherical and rod-shaped. SeNPs showed strong in vitro antibacterial activity, notably higher zone of inhibition (22.67 ± 0.33 mm) against Klebsiella pneumoniae at a concentration of 100 µg/mL. Under UV and sunlight irradiation, the SeNPs showed efficient photocatalytic degradation of anionic and cationic dyes. SeNPs reduced plant growth in a dose and time-dependent manner. At 1000 mg/L, growth decreased. At 100 mg/L, no significant change was observed in Vigna radiata. Using the animal model of Artemia salina for toxicity evaluation, SeNPs demonstrated LC50 values of 1174.9 mg/L and morphological and cellular damage at higher concentrations. Consequently, SeNPs beneficial multifunctional properties could be employed to fight infectious diseases. The results highlight the remarkable range and effectiveness of SeNPs for environmental applications. SeNPs toxicity assessment ensures that nanoparticles are safe for the environment and human health.

以药用植物心胚苋为原料合成了硒纳米颗粒。紫外可见光谱显示表面等离子体共振峰的λmax在240和410 nm处,带隙为2.3 eV。动态光散射表明,SeNPs的平均尺寸为160.4 nm。zeta电位为- 39.2 mV,稳定性良好。FE-SEM和HR-TEM显微镜的图像显示,SeNPs呈球形和棒状。SeNPs具有较强的体外抑菌活性,当浓度为100 μ g/mL时,对肺炎克雷伯菌的抑制区(22.67±0.33 mm)较高。在紫外和日光照射下,SeNPs对阴离子和阳离子染料均表现出良好的光催化降解效果。SeNPs以剂量和时间依赖的方式降低植物生长。在1000 mg/L时,生长下降。在100 mg/L浓度下,辐射维那亚无明显变化。采用盐碱蒿动物模型进行毒性评价,SeNPs的LC50值为1174.9 mg/L,在较高浓度下表现为形态学和细胞损伤。因此,SeNPs有益的多功能特性可用于对抗传染病。结果突出了senp在环境应用中的显著范围和有效性。SeNPs毒性评估确保纳米颗粒对环境和人类健康是安全的。
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引用次数: 0
Role of Ionic Liquids in Hydrothermal Synthesis of Li-Doped CuO Nanoparticles: Improved Photocatalytic, Electrochemical, and Antibacterial Properties 离子液体在水热合成锂掺杂CuO纳米颗粒中的作用:改善光催化、电化学和抗菌性能
IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2026-02-11 DOI: 10.1002/slct.202506054
T. N. Ravishankar, R. Mohan Reddy, J. R. Adarsha, S. Harisha, P. N. Ravishankar, A. Ananda, B. M. Shilpa

Lithium-doped copper oxide nanoparticles (Li-CuO NPs) were synthesized via an ionic-liquid-assisted hydrothermal method to examine the role of ionic liquids in tailoring structural and functional properties. PXRD analysis confirmed phase-pure monoclinic CuO (JCPDS/PDF No. 45-0937), with a reduction in crystallite size from 46 nm (CuO) to 39 nm upon Li incorporation. BET analysis revealed mesoporous characteristics with a specific surface area of 85 m2 g1 and an average pore diameter of 10 nm. Optical studies showed a red shift in absorption and a band gap narrowing from 2.61 eV (CuO) to 2.35 eV (Li-CuO), indicating enhanced visible-light absorption. The photocatalytic performance of Li-CuO NPs was evaluated using Evans Blue dye under visible-light irradiation, achieving 96.67% degradation within 2 h, along with good stability over repeated fourth cycles. The effects of various parameters, including pH, catalyst loading, dye concentration, illumination intensity, and the recyclability and reusability of the catalyst, were also investigated. Electrochemical studies demonstrated enhanced redox activity and improved charge-transfer behavior for dye sensing. In addition, Li-CuO NPs exhibited significant antibacterial activity, attributed to lithium-induced defects, and increased surface reactivity. These findings highlight ionic-liquid-assisted lithium doping as an effective approach for improving the multifunctional performance of CuO-based nanomaterials.

采用离子液体辅助水热法制备了锂掺杂氧化铜纳米粒子(Li-CuO NPs),考察了离子液体对纳米粒子结构和功能性能的影响。PXRD分析证实了相纯单斜CuO (JCPDS/PDF No. 45-0937),加入Li后晶粒尺寸从46 nm (CuO)减小到39 nm。BET分析显示其介孔特性,比表面积为85 m2 g−1,平均孔径为10 nm。光学研究表明,吸收红移,带隙从2.61 eV (CuO)缩小到2.35 eV (Li-CuO),表明可见光吸收增强。使用Evans Blue染料对Li-CuO NPs在可见光下的光催化性能进行了评价,在2 h内降解率达到96.67%,并且在重复的第四次循环中具有良好的稳定性。考察了pH、催化剂负载、染料浓度、光照强度、催化剂的可回收性和可重复使用性等参数对催化性能的影响。电化学研究证明了染料传感增强的氧化还原活性和改进的电荷转移行为。此外,Li-CuO NPs表现出显著的抗菌活性,这归因于锂诱导的缺陷,并增加了表面反应活性。这些发现强调了离子液体辅助锂掺杂是提高铜基纳米材料多功能性能的有效途径。
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引用次数: 0
Synthesis and In Vitro Evaluation of Azole-Based 1H Benzo(c)Isoxazole-3-one Derivatives for Antiproliferative and Immunomodulatory Activities 唑基1H苯并(c)异恶唑-3-酮衍生物的合成及体外抗增殖和免疫调节活性评价
IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2026-02-10 DOI: 10.1002/slct.202501122
Krishnaveni Muthan, Rathika Regurajan, Asha Santhi, Venkatesh Subramanian

Azoles represent a significant group of compounds used as nonsteroidal anti-inflammatory drugs and have additionally demonstrated their potential in combating cancer. In this work, eight synthetic derivatives of 1H Benzo(c)isoxazole-3-one have been tested for their anticancer effects to develop them as candidate drugs for cancer. 1H Benzo(c)isoxazole-3-one was previously isolated from a marine bacterium, planococcus maritimus, which exhibited antiproliferative activity against proliferating PBMCs and a few cancerous cell lines. Eight derivatives were synthesized from the parent compound and the results represent the initial attempt to assess the antiproliferative effects of synthetic compounds on a cancerous cell line (HeLa) through the SRB assay and on mitogen-induced using the MTT assay. All the compounds showed anticancer and anti-inflammatory potential. Moreover, the results of in vitro DNA cleavage demonstrated that these compounds can be effective nucleases, as they completely degrade template DNA. In conclusion, the synthetic derivatives can be used as candidate drugs against cancer and inflammation.

唑类化合物是一类重要的非甾体类抗炎药,而且在抗癌方面也有很大的潜力。在这项工作中,对8个1H苯并(c)异恶唑-3- 1的合成衍生物进行了抗癌作用测试,以开发它们作为癌症的候选药物。1H苯并(c)异恶唑-3- 1先前从海洋细菌planococcus maritimus中分离出来,对增殖的pbmc和一些癌细胞具有抗增殖活性。从母体化合物合成了8个衍生物,其结果代表了通过SRB试验和MTT试验评估合成化合物对癌细胞系(HeLa)的抗增殖作用的初步尝试。所有化合物均具有抗肿瘤和抗炎作用。此外,体外DNA裂解的结果表明,这些化合物可以是有效的核酸酶,因为它们完全降解模板DNA。综上所述,合成的衍生物可作为抗肿瘤和抗炎症的候选药物。
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引用次数: 0
ZIF Derived ZnO for Efficient Photocatalytic Degradation of Organic Pollutants ZIF衍生ZnO光催化降解有机污染物的研究
IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2026-02-10 DOI: 10.1002/slct.202506091
Niharika Das, Deepak Senapati, Anulipsa Priyadarshini, Abhijeet Das, Jagannath Panda, Jaykishon Swain, Bikash Chandra Dhal, Spandan Guha, Rojalin Sahu

Water contamination by persistent pharmaceuticals and herbicides poses a serious environmental challenge for the development of efficient and sustainable photocatalysts. In this regard, ZIF-8 (Z8) was thermally transformed into calcined ZIF-8 (CZ8), a porous ZnO-based photocatalyst exhibiting a reduced band gap, enhanced charge separation, and improved reusability. The photocatalytic activity of CZ8 was evaluated for the degradation of ciprofloxacin (CIP) and atrazine (ATZ) under natural sunlight irradiation covering the UV visible range. Compared to pristine Z8, CZ8 demonstrated significantly enhanced photocatalytic performance due to improved light harvesting and suppressed charge recombination. CZ8 achieved ∼94% CIP removal within 120 min, following pseudo-first-order kinetics with an apparent rate constant of 0.019 min1, which is more than twice that of Z8 (0.0086 min1). Similarly, CZ8 exhibited superior ATZ degradation efficiency within 180 min. Optimal performance was observed at neutral pH, while sustained activity under acidic and basic conditions highlights the robustness of CZ8 for practical wastewater treatment. These results demonstrate that thermal transformation of ZIF-8 into CZ8 is an effective strategy for developing sunlight-driven photocatalysts for environmental remediation.

持久性药物和除草剂对水体的污染对开发高效、可持续的光催化剂提出了严峻的环境挑战。在这方面,ZIF-8 (Z8)被热转化为煅烧的ZIF-8 (CZ8),这是一种多孔zno基光催化剂,具有减小带隙,增强电荷分离和提高可重用性的特点。在紫外可见范围的自然光照下,考察了CZ8光催化降解环丙沙星(CIP)和阿特拉津(ATZ)的活性。与原始Z8相比,由于改善了光收集和抑制了电荷重组,CZ8表现出了显著增强的光催化性能。根据伪一级动力学,CZ8在120分钟内实现了~ 94%的CIP去除,表观速率常数为0.019 min−1,是Z8 (0.0086 min−1)的两倍多。同样,CZ8在180 min内表现出较好的ATZ降解效率。在中性pH条件下观察到最佳性能,而在酸性和碱性条件下持续的活性突出了CZ8在实际废水处理中的稳健性。这些结果表明,将ZIF-8热转化为CZ8是开发用于环境修复的阳光驱动光催化剂的有效策略。
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引用次数: 0
Photo- and Rh-Promoted Cross-Coupling Reactions of α-Hydroxy Aryl Ketones via Cleavage of Carbon–Carbon σ-Bonds α-羟基芳基酮通过碳-碳σ-键裂解的光催化和铑催化交叉偶联反应
IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2026-02-10 DOI: 10.1002/slct.72585
Atsuya Shimizu, Haruka Tan, Jun Takaya

The cross-coupling reaction of α-hydroxy aryl ketones with aryl bromides to give biaryls via cleavage of C─C σ-bonds was achieved utilizing a Rh catalyst under photoirradiation conditions. The reaction is initiated by the photoinduced Norrish type I reaction of aryl ketones to generate aroyl radicals, which are captured by the Rh catalyst to be decarbonylated and coupled with aryl radicals generated from aryl bromides. The reaction was further applied to an arylative ring-opening reaction of 1,4-epoxy-1,4-dihydronaphthalene derivatives. This work demonstrates new synthetic utility of aryl ketones as aryl sources in cross coupling reactions.

采用Rh催化剂,在光照条件下,α-羟基芳基酮与芳基溴通过C─C σ键裂解生成双芳基。该反应由芳基酮的光诱导Norrish I型反应引发,生成芳基自由基,被Rh催化剂捕获脱碳,并与芳基溴生成的芳基自由基偶联。该反应进一步应用于1,4-环氧-1,4-二氢萘衍生物的芳化开环反应。这项工作证明了芳基酮作为芳基源在交叉偶联反应中的新的合成用途。
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引用次数: 0
Efficient α-Selective Chlorination of Meta- and Ortho-Substituted Phenylacetic Acids 间位和邻位取代苯乙酸的高效α-选择性氯化反应
IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2026-02-10 DOI: 10.1002/slct.202506551
Alessandro Giraudo, Giulia Nasta, Gabriella Roda, Camillo Morano, Edoardo Armano, Massimiliano Sipala, Marco Pallavicini, Cristiano Bolchi

Treatment with trichloroisocyanuric acid (TCCA) in the presence of catalytic PCl3 under solvent-free conditions is a preparative method, simple and efficient, to selectively α-chlorinate not only phenylacetic acid and its para-substituted analogues, but also meta- and more arduous ortho-substituted phenylacetic acids. With electron-withdrawing or weakly electron-donating substituents, such as NO2, CF3, COOMe, halogen, and methyl, the potentially competing electrophilic aromatic chlorination did not occur and the substrates were univocally chlorinated at the benzylic position. Within our selection of 13 o- and m-substituted phenylacetic acids, the only 2 outliers were m-methylphenylacetic acid, which, unlike the ortho and para regioisomers, gave complex mixtures of products, and o-nitrophenylacetic acid, which was refractory to any chlorination. α-Chlorophenylacetic acids are synthons with a great potential, here exemplified by the preparation of clopidogrel, a very important active pharmaceutical ingredient, from α-chloro-o-chlorophenylacetic acid.

在无溶剂条件下,三氯异氰尿酸(TCCA)在催化PCl3存在下处理苯乙酸及其对取代类似物,以及间取代和更困难的邻取代苯乙酸,是一种简单高效的制备α-氯酸的方法。对于吸电子或弱给电子取代基,如NO2、CF3、COOMe、卤素和甲基,潜在的亲电性芳香族氯化反应不会发生,底物在苯基位置被单氯化。在我们选择的13种o-和m-取代苯基乙酸中,仅有的2种异常值是间甲基苯基乙酸,它与邻位和对位异构体不同,产生复杂的产物混合物,以及邻硝基苯基乙酸,它对任何氯化都很难。α-氯-邻氯苯乙酸是一种极具潜力的合成物,以α-氯-邻氯苯乙酸为原料制备了一种重要的活性药物成分氯吡格雷。
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