ACS Organic & Inorganic Au最新文献

筛选
英文 中文
Zr-Mediated Cyclization of Alkynes as a Transferable Protocol for Constructing C2-Symmetric and Other Chiral Multisubstituted Cyclopentadienyl Ligands zr介导的炔环化作为构建c2对称和其他手性多取代环戊二烯基配体的可转移协议
IF 5.2
ACS Organic & Inorganic Au Pub Date : 2026-10-07 Epub Date: 2026-02-25 DOI: 10.1021/acsorginorgau.5c00123
Marko Purić, Filip Duplić, Ivana Nikšić-Franjić, Nikola Topolovčan
{"title":"Zr-Mediated Cyclization of Alkynes as a Transferable Protocol for Constructing C2-Symmetric and Other Chiral Multisubstituted Cyclopentadienyl Ligands","authors":"Marko Purić,&nbsp;Filip Duplić,&nbsp;Ivana Nikšić-Franjić,&nbsp;Nikola Topolovčan","doi":"10.1021/acsorginorgau.5c00123","DOIUrl":"https://doi.org/10.1021/acsorginorgau.5c00123","url":null,"abstract":"<p>The geometric configurationof the chiral Cp ligand andany alterationin its structure consequently influence the corresponding catalystperformance. This synergistic relationship drives the search for newchiral ligands, and with this work, we deliver a transferable methodologyfor constructing chiral <em>C</em><sub>2</sub>-symmetric andother Cp-ligands. The methodology utilizes Negishi’s reagentto induce the cyclization of internal diynes derived from differentchiral materials: (<em>R</em>)-BINOL, <em>L</em>-(+)-tartaricacid, and chiral primary amine. The subsequent reaction of the formedzirconium intermediate with diiodomethane gave a series of aryl-substitutedchiral Cp-ligands. This approach allows structural modification ofknown ligands as well as the construction of completely new ones.</p>","PeriodicalId":29797,"journal":{"name":"ACS Organic & Inorganic Au","volume":"6 5","pages":"568–574"},"PeriodicalIF":5.2,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149093565","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Light-Enhanced Synthesis of TiSb2 and TiBi2 Metallacycles TiSb2和TiBi2金属环的光增强合成
IF 5.2
ACS Organic & Inorganic Au Pub Date : 2026-10-07 Epub Date: 2026-09-14 DOI: 10.1021/acsorginorgau.6c00082
Matthias Bollenbeck, Floria A. E. Hojer, Rosa M. Gomila, Gregor Schnakenburg, Antonio Frontera, Alessandro Bismuto
{"title":"Light-Enhanced Synthesis of TiSb2 and TiBi2 Metallacycles","authors":"Matthias Bollenbeck,&nbsp;Floria A. E. Hojer,&nbsp;Rosa M. Gomila,&nbsp;Gregor Schnakenburg,&nbsp;Antonio Frontera,&nbsp;Alessandro Bismuto","doi":"10.1021/acsorginorgau.6c00082","DOIUrl":"https://doi.org/10.1021/acsorginorgau.6c00082","url":null,"abstract":"<p>The synthesis of small metallacycles of early transitionmetalsand heavy pnictogens has been primarily achieved by reductive couplingof the pnictane moiety with a transition metal fragment. Herein, wereport a light-enhanced synthesis of titanocene Sb<sub>2</sub> andBi<sub>2</sub> metallacycles starting from the dipnictene (RSb=SbR,RBi=BiR) and a suitable titanocene synthon Cp<sub>2</sub>Ti(btmsa)(Cp = C<sub>5</sub>H<sub>5</sub>, btmsa = bistrimethylsilylacetylene).We further explored the reactivity of the TiSb<sub>2</sub> complexby employing a diazoolefin, leading to the formation of an unusualsix membered heterocycle. These findings were supported by thoroughtheoretical analysis of the electronic features of these complexesand expand upon previous studies of 3d transition metal dipnictenecomplexes.</p>","PeriodicalId":29797,"journal":{"name":"ACS Organic & Inorganic Au","volume":"6 5","pages":"575–579"},"PeriodicalIF":5.2,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149124743","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Twists, Turns, and Spins: Copper-Guided Electronic Communication in Sulfur-Bridged Trimetallic Complexes 扭转、旋转和旋转:硫桥接三金属配合物中铜引导的电子通信
IF 5.2
ACS Organic & Inorganic Au Pub Date : 2026-10-07 Epub Date: 2026-07-31 DOI: 10.1021/acsorginorgau.6c00057
Akhil K. Singh, Dakota D. Jones, Aruzhan Abdikaiym, Naushad Ahmed, Sarnali Sanfui, Joseph H. Reibenspies, Yisong Guo, Brad S. Pierce, Kim R. Dunbar, Michael B. Hall, Marcetta Y. Darensbourg
{"title":"Twists, Turns, and Spins: Copper-Guided Electronic Communication in Sulfur-Bridged Trimetallic Complexes","authors":"Akhil K. Singh,&nbsp;Dakota D. Jones,&nbsp;Aruzhan Abdikaiym,&nbsp;Naushad Ahmed,&nbsp;Sarnali Sanfui,&nbsp;Joseph H. Reibenspies,&nbsp;Yisong Guo,&nbsp;Brad S. Pierce,&nbsp;Kim R. Dunbar,&nbsp;Michael B. Hall,&nbsp;Marcetta Y. Darensbourg","doi":"10.1021/acsorginorgau.6c00057","DOIUrl":"https://doi.org/10.1021/acsorginorgau.6c00057","url":null,"abstract":"<p>Sulfur-bridged multimetallic complexes provide a platformfor probinglong-range electronic communication relevant to metalloproteins andmolecular electronic materials. Trimetallic complexes of the type(MN<sub>2</sub>S<sub>2</sub>)<sub>2</sub>Cu (M = [FeNO]<sup>2+</sup> or [VO]<sup>2+</sup>), in which these two redox-active <em>S</em> = 1/2 spin probes are linked by a diamagnetic Cu(I) center in atetrahedral S<sub>4</sub> coordination environment, are developed.Structural analysis shows that the Cu(I) bridge enforces a twistedarrangement of the two MN<sub>2</sub>S<sub>2</sub> units, in contrastto square-planar NiS<sub>4</sub>-bridged analogues, [ <span><span><span><span>Quiroz</span>, <span>M.</span></span>; et al.</span>, <span>Chem. Sci.</span><span>2023</span>, <span>14</span>, <span>9167</span>–<span>9174</span>].</span> leading to distinctmetal–ligand orbital alignment and sulfur-mediated bondingpathways. Despite a large interspin separation of approximately 6Å between the spin probes, magnetic susceptibility measurementsreveal appreciable ferromagnetic exchange coupling between these paramagneticcenters, although weaker than the coupling observed for the d<sup>8</sup> (M′ = Ni(II), Pd(II), and Pt(II))-bridged stair-stepcomplexes. These differences are attributed to the contrasting geometriesof the CuS<sub>4</sub> and M′S<sub>4</sub> cores and theirimpact on superexchange through the bridging sulfurs. In additionto the solid-state X-ray crystallography, this new class of trimetallicswas characterized by multiple methods including electrochemistry,vibrational spectroscopy, magnetic susceptibility, EPR, Mössbauer,and DFT computations. Redox and vibrational studies further probeelectronic communication between the FeNO units: ν(NO) stretchingfrequency indicates that one-electron reduction is largely localizedon a single FeNO center, whereas two-electron reduction leads to electrondelocalization across both units. Together, these results demonstratethat copper-imposed geometric distortion modulates sulfur-mediatedspin coupling and electron delocalization, providing design principlesfor multimetallic, spin-active architectures.</p>","PeriodicalId":29797,"journal":{"name":"ACS Organic & Inorganic Au","volume":"6 5","pages":"636–653"},"PeriodicalIF":5.2,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149124760","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Photoresponsive and Redox-Active Chromophore-Based Materials for Advanced Supercapacitors: Recent Progress and Future Perspectives 先进超级电容器的光响应和氧化还原活性发色团材料:最新进展和未来展望
IF 5.2
ACS Organic & Inorganic Au Pub Date : 2026-10-07 Epub Date: 2026-09-01 DOI: 10.1021/acsorginorgau.6c00036
Mani Rajasekar
{"title":"Photoresponsive and Redox-Active Chromophore-Based Materials for Advanced Supercapacitors: Recent Progress and Future Perspectives","authors":"Mani Rajasekar","doi":"10.1021/acsorginorgau.6c00036","DOIUrl":"https://doi.org/10.1021/acsorginorgau.6c00036","url":null,"abstract":"<p>The increasing demand for sustainable, lightweight, andhigh-performanceenergy-storage technologies has stimulated extensive research intoorganic electrode materials for supercapacitors. Among these, chromophore-basedmaterials have emerged as promising candidates because of their tunableelectronic structures, rich redox activity, extended π conjugation,and structural versatility. This review comprehensively summarizesrecent advances in chromophore-derived supercapacitor materials, withparticular emphasis on perylene, pyrene, porphyrin, quinoline, andrelated π-conjugated systems. The molecular design strategiesemployed to enhance electrochemical performance, including donor–acceptorengineering, heteroatom doping, framework construction, polymerization,and hybridization with conductive nanomaterials, are critically discussed.Furthermore, the structure–property–performance relationshipsgoverning charge storage, ion transport, conductivity, and cyclingstability are systematically analyzed. A comparative evaluation ofelectrochemical metrics is presented with consideration of deviceconfiguration, electrolyte selection, and testing conditions to providea balanced assessment of material performance. Although several chromophore-basedsystems exhibit promising capacitance, energy density, and long-termstability, challenges associated with intrinsic conductivity, scalability,and standardized benchmarking remain significant barriers to practicalimplementation. The review highlights the fundamental charge-storagemechanisms, key performance determinants, and emerging opportunitiesfor molecular engineering of chromophores in next-generation energy-storagedevices. By integrating insights from molecular design, electrochemicalbehavior, and device-level performance, this review provides a comprehensiveframework for the rational development of advanced chromophore-basedsupercapacitors and identifies future directions toward sustainableand high-efficiency energy-storage technologies.</p>","PeriodicalId":29797,"journal":{"name":"ACS Organic & Inorganic Au","volume":"6 5","pages":"474–511"},"PeriodicalIF":5.2,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149093527","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Rare-Earth Metal Triflates Inclusion Complexes with Cobalt(II) Hemicryptophane Tren Cage 稀土金属与钴的三氟化包合物(II)半透明笼
IF 5.2
ACS Organic & Inorganic Au Pub Date : 2026-10-07 Epub Date: 2026-08-04 DOI: 10.1021/acsorginorgau.6c00049
Deeksha Setia, Patrick Weis, Manfred Kappes, Jana Roithová
{"title":"Rare-Earth Metal Triflates Inclusion Complexes with Cobalt(II) Hemicryptophane Tren Cage","authors":"Deeksha Setia,&nbsp;Patrick Weis,&nbsp;Manfred Kappes,&nbsp;Jana Roithová","doi":"10.1021/acsorginorgau.6c00049","DOIUrl":"https://doi.org/10.1021/acsorginorgau.6c00049","url":null,"abstract":"<p>Rare-earth metaltriflates can modulate the structure, redox properties,and reactivity of transition-metal complexes when confined in supramolecularhosts. In this paper, we have investigated the inclusion of rare-earthmetal triflates (Ln(OTf)<sub>3</sub>, Ln = Dy, Yb, La, Lu) into acobalt(II) hemicryptophane tren cage (<strong>CoCage</strong><sup><strong>HCPT</strong></sup>) using high-resolution electrospray ionizationmass spectrometry (ESI-MS), cyclic traveling wave ion mobility massspectrometry (cIM-TWIMS), host–guest exchange experiments,and examined the electrochemical properties using cyclic voltammetry.ESI-MS reveals the formation of dicationic inclusion complexes [Co<sup>II</sup>(Cage<sup><strong>HCPT</strong></sup>)(Ln(OTf)<sub>3</sub>)]<sup>2+</sup> with additional solvated adducts. Ion mobility measurementsrevealed the conformational flexibility of the empty cage complex,showing a broad distribution of isomers. In contrast, guest encapsulationyields defined geometries with only two dominant isomers, each withsimilar abundance and a close collisional cross-section in the rangeof 371–374 Å<sup>2</sup>. The DFT calculations revealedthat the cap of the cage creates an attractive pocket for the lanthanumion, while the side openings of the cage accommodate the coordinatedtriflate ions. In addition, one triflate anion is bridging, anchoringLa(OTf)<sub>3</sub> to the cobalt center. This rigid structure leadsto the formation of two diastereoisomers of the inclusion complex,corresponding to the experimentally detected isomers. Equilibrationexperiments demonstrated fast host–guest exchange kinetics(k<sub>MS</sub> ≥ 0.5 s<sup>–1</sup>), indicating dynamicbinding of Ln(OTf)<sub>3</sub> within the cage cavity. Furthermore,cyclic voltammetry studies showed anodic shifts of the Co<sup>II/I</sup> (0.6 V) and Co<sup>I/0</sup> (0.5 V) reduction waves upon Dy(OTf)<sub>3</sub> inclusion, indicating strongLewis-acid effects on the cobalt center. Overall, the combined resultsreveal that lanthanoid triflates form dynamic yet structurally definedinclusion complexes that substantially tune the redox properties ofthe cobalt cage system.</p>","PeriodicalId":29797,"journal":{"name":"ACS Organic & Inorganic Au","volume":"6 5","pages":"616–623"},"PeriodicalIF":5.2,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149124684","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Recent Trends in π-Conjugated Organic Materials for High-Performance OLED Applications 高性能OLED应用中π共轭有机材料的研究进展
IF 5.2
ACS Organic & Inorganic Au Pub Date : 2026-10-07 Epub Date: 2026-09-01 DOI: 10.1021/acsorginorgau.6c00074
Mani Rajasekar
{"title":"Recent Trends in π-Conjugated Organic Materials for High-Performance OLED Applications","authors":"Mani Rajasekar","doi":"10.1021/acsorginorgau.6c00074","DOIUrl":"https://doi.org/10.1021/acsorginorgau.6c00074","url":null,"abstract":"<p>Organic light-emittingdiodes (OLEDs) have emerged asadvancedoptoelectronic devices for next-generation display and lighting applicationsdue to their flexibility, efficiency, and lightweight nature. Thisreview highlights recent progress in OLED materials based on perylene,porphyrin, pyrene, and pyrrole derivatives. These π-conjugatedsystems exhibit tunable optical properties, efficient charge transport,and strong luminescence across visible to near-infrared regions. Keymolecular design strategies, including donor–acceptor engineering,aggregation control, and structural modification, are discussed. Therole of these materials as emitters, charge transport layers, andinterfacial components is critically analyzed. Device performancemetrics such as external quantum efficiency, luminance, and stabilityare systematically compared. Challenges including aggregation-causedquenching, efficiency roll-off, and blue emission stability are addressed.Overall, this work provides insights into the design of high-performance,sustainable OLED materials for future optoelectronic technologies.</p>","PeriodicalId":29797,"journal":{"name":"ACS Organic & Inorganic Au","volume":"6 5","pages":"539–567"},"PeriodicalIF":5.2,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149093525","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Process Development toward DHODH Inhibitor JNJ-6665 DHODH抑制剂JNJ-6665的工艺开发
IF 5.2
ACS Organic & Inorganic Au Pub Date : 2026-10-07 Epub Date: 2026-09-01 DOI: 10.1021/acsorginorgau.6c00081
Kangying Li, Edward Cleator, Simon Wagschal, Shane Plunkett, Yanfeng Jin, Zhi Liu, Baoqing Gong, Jeff Grimm, William Maton, Matthieu Jouffroy
{"title":"Process Development toward DHODH Inhibitor JNJ-6665","authors":"Kangying Li,&nbsp;Edward Cleator,&nbsp;Simon Wagschal,&nbsp;Shane Plunkett,&nbsp;Yanfeng Jin,&nbsp;Zhi Liu,&nbsp;Baoqing Gong,&nbsp;Jeff Grimm,&nbsp;William Maton,&nbsp;Matthieu Jouffroy","doi":"10.1021/acsorginorgau.6c00081","DOIUrl":"https://doi.org/10.1021/acsorginorgau.6c00081","url":null,"abstract":"<p>JNJ-6665 is a dihydroorotate dehydrogenase (DHODH) inhibitorprogressedfor first-in-human studies. We developed a convergent, chromatography-freemanufacturing route leveraging a regioselective SNAr coupling of triazolone <strong>5</strong> and isoquinolone <strong>10</strong>. Triazolone <strong>5</strong> was prepared through a safe three-step telescoped process usingcatalytic TBD to deliver very high purity material in 83% overallyield. Isoquinolone <strong>10</strong> was accessed via an elegant Pd-catalyzedα-arylation, followed by a telescoped hydrolysis/amination.Coupling of <strong>5</strong> and <strong>10</strong> was performed usinga phase-transfer catalyst, affording JNJ-6665 in 91–92% isolatedyield and 99.2–99.6 area% purity after final debenzylation,enabling robust GMP campaigns to support GLP toxicology and FIH clinicalstudies.</p>","PeriodicalId":29797,"journal":{"name":"ACS Organic & Inorganic Au","volume":"6 5","pages":"715–721"},"PeriodicalIF":5.2,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149124733","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Asynchronous Radical Addition-Coupled Two-Electron Transfer in P450-Catalyzed Arene Oxidation p450催化芳烃氧化的非同步自由基加成耦合双电子转移
IF 5.2
ACS Organic & Inorganic Au Pub Date : 2026-10-07 Epub Date: 2026-07-25 DOI: 10.1021/acsorginorgau.6c00038
Zijian Chen, Yingqi Li, Xiaotian Zhang, Yong Wu, Hongyan Ren, Jiawei Xu
{"title":"Asynchronous Radical Addition-Coupled Two-Electron Transfer in P450-Catalyzed Arene Oxidation","authors":"Zijian Chen,&nbsp;Yingqi Li,&nbsp;Xiaotian Zhang,&nbsp;Yong Wu,&nbsp;Hongyan Ren,&nbsp;Jiawei Xu","doi":"10.1021/acsorginorgau.6c00038","DOIUrl":"https://doi.org/10.1021/acsorginorgau.6c00038","url":null,"abstract":"<p>The P450-catalyzedarene oxidation reaction (e.g., arenehydroxylation)is considered to have an arene oxide (or epoxide) intermediate. Thetwo-electron transfer in the formation of arene oxide has two pathways.The electrophilic addition mechanism is initiated by substrate-to-porphyrinelectron transfer, followed by electrophilic addition led by an Fe<sup>IV</sup>-oxo complex on the arene carbon atom, resulting in an Fe<sup>IV</sup>-alkoxyl complex and a substrate in the radical state. Onthe other hand, the radical addition by an Fe<sup>IV</sup>-oxo complextransfers one electron from the substrate to the Fe<sup>IV</sup> center,resulting in an Fe<sup>III</sup>-alkoxyl complex, while both the substrateand porphyrin ligand are in the radical state. This article investigatedthe P450-catalyzed oxygen-insertion reaction into cycloparaphenylenes,where computational results suggested a two-electron-transfer pathwaythat had not been reported in other P450-catalyzed arene oxidationreactions. The two-electron transfer pathway yields an Fe<sup>III</sup>-product complex and recovers the porphyrin ligand to a closed-shellstate, directly from the Fe<sup>IV</sup>-oxo complex and within oneasynchronous transition state. This can be summarized as radical additioncoupled with two-electron transfer (RAC2ET). Selectivity to the electrontransfer pathways is controlled by the substrate curvature effect.</p>","PeriodicalId":29797,"journal":{"name":"ACS Organic & Inorganic Au","volume":"6 5","pages":"599–608"},"PeriodicalIF":5.2,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149093502","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Development of Noval, Recyclable, and Tunable Aryl Imidazolium Salts with a Dual Brønsted–Lewis Acid Character as Catalysts for the Copper(I)-Catalyzed Azide–Alkyne Cycloaddition Reaction (CuAAC) 铜(I)催化叠氮-炔环加成反应(CuAAC)催化剂的新型、可回收、可调双br ø nsteed - lewis酸芳基咪唑盐的研制
IF 5.2
ACS Organic & Inorganic Au Pub Date : 2026-10-07 Epub Date: 2026-08-13 DOI: 10.1021/acsorginorgau.6c00066
Wen-Yueh Ho, Yu-Hsuan Yang, Jyun-Siao Chen, Ratnnadeep C. Sawant, Tzu-Hsin Shu, Pei-Yu Chen, Chia-Yun Chang, Shun-Yuan Luo
{"title":"Development of Noval, Recyclable, and Tunable Aryl Imidazolium Salts with a Dual Brønsted–Lewis Acid Character as Catalysts for the Copper(I)-Catalyzed Azide–Alkyne Cycloaddition Reaction (CuAAC)","authors":"Wen-Yueh Ho,&nbsp;Yu-Hsuan Yang,&nbsp;Jyun-Siao Chen,&nbsp;Ratnnadeep C. Sawant,&nbsp;Tzu-Hsin Shu,&nbsp;Pei-Yu Chen,&nbsp;Chia-Yun Chang,&nbsp;Shun-Yuan Luo","doi":"10.1021/acsorginorgau.6c00066","DOIUrl":"https://doi.org/10.1021/acsorginorgau.6c00066","url":null,"abstract":"<p>The development of novel aryl imidazolium salts (ISs)with dualBrønsted–Lewis acid character represents a significantadvancement in the field of green chemistry and catalysis. These imidazoliumsalts serve as efficient catalysts for the copper(I)-catalyzed azide–alkynecycloaddition (CuAAC) reaction, a cornerstone of click chemistry.The unique design of the aryl imidazolium framework, incorporatingboth Brønsted and Lewis acid sites, enhances the catalytic efficiencyand selectivity of the CuAAC reaction. Furthermore, the use of theseimidazolium salts as catalysts eliminates the need for additionalphase-transfer catalysts or cosolvents, simplifying the reaction setupand reducing environmental impact. This study demonstrates the synthesis,characterization, and application of these novel imidazolium salts,highlighting their potential as sustainable and efficient media forCuAAC reactions. The developed catalyst is stable in water and air,and the highest catalytic activity could still be maintained after4 cycles. The results indicate that the novel, recyclable, and tunablearyl imidazolium salts with dual Brønsted–Lewis acid propertiesoffer a promising platform for the development of greener and moreefficient catalytic processes in organic synthesis.</p>","PeriodicalId":29797,"journal":{"name":"ACS Organic & Inorganic Au","volume":"6 5","pages":"697–706"},"PeriodicalIF":5.2,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149124686","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Substituent-Controlled Double Orthometalation and Anticancer Activity in Half-Sandwich Ir(III) Complexes Bearing C∧N Ligands 含C∧N配体的半夹层Ir(III)配合物中取代基控制的双正金属化及其抗癌活性
IF 5.2
ACS Organic & Inorganic Au Pub Date : 2026-10-07 Epub Date: 2026-07-08 DOI: 10.1021/acsorginorgau.6c00026
Mario Sánchez-Migallón, Carlos Gonzalo-Navarro, Ana María Rodríguez, Cristina Bermejo-Casadesús, Blanca R. Manzano, Anna Massaguer, Gema Durá
{"title":"Substituent-Controlled Double Orthometalation and Anticancer Activity in Half-Sandwich Ir(III) Complexes Bearing C∧N Ligands","authors":"Mario Sánchez-Migallón,&nbsp;Carlos Gonzalo-Navarro,&nbsp;Ana María Rodríguez,&nbsp;Cristina Bermejo-Casadesús,&nbsp;Blanca R. Manzano,&nbsp;Anna Massaguer,&nbsp;Gema Durá","doi":"10.1021/acsorginorgau.6c00026","DOIUrl":"https://doi.org/10.1021/acsorginorgau.6c00026","url":null,"abstract":"<p>Platinum-based chemotherapeuticagents remain among themost widelyused anticancer drugs; however, they show two main limitations: intrinsicor acquired resistance and severe side effects. To address these limitations,the design of alternative metal-based complexes with tunable propertiesis of growing interest. In this work, we report the rational designand synthesis of five novel half-sandwich Ir(III) complexes incorporatingbenzo[<em>h</em>]imidazoquinoline ligands with an aryl ring.Two strategic structural modifications were introduced into the ligand:(i) alkylation of the imidazole nitrogen (H or 4-ethylmorpholine)and (ii) variation of the aryl substituent (OMe or CN), which notonly induced the formation of a dinuclear complex but also modulatedkey physicochemical properties, including lipophilicity, cytotoxicity,or stability. The new complexes exhibited cytotoxicity toward differentcancer cell lines, with IC<sub>50</sub> values in the low micromolarrange, which are within the same order of magnitude as cisplatin,though operating through a distinct mechanism. Notably, the complexesinduced mitochondrial dysfunction, even when morpholine-containingligands, typically associated with lysosomal targeting, were employed.Additional studies revealed interactions of the complexes with cellularmolecules such as NADH and glutathione (GSH), disrupting redox homeostasisand increasing ROS (reactive oxygen species) levels. Furthermore,the complexes exhibited moderate binding affinity for bovine serumalbumin (BSA), with molecular docking analyses suggesting a specificinteraction near tryptophan residue 134. These Ir(III) complexes arepromising candidates for further development as anticancer agentswith distinct mechanisms of action capable of overcoming drug resistance.</p>","PeriodicalId":29797,"journal":{"name":"ACS Organic & Inorganic Au","volume":"6 5","pages":"580–598"},"PeriodicalIF":5.2,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149124833","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
0
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
相关产品
×
本文献相关产品
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信
小红书