Journal of Organometallic Chemistry最新文献

{"title":"Cu-catalyzed reductive Friedel-Crafts alkylation of indoles with ketones for one-pot synthesis of 3-substituted indoles","authors":"Wengang Wang,&nbsp;Zewei Mao","doi":"10.1016/j.jorganchem.2025.123513","DOIUrl":"10.1016/j.jorganchem.2025.123513","url":null,"abstract":"<div><div>3-Substituted indoles have attracted more and more attention bearing good bioactivity. In this work, we have explored an effective method for Cu-catalyzed reductive Friedel-Crafts alkylation of indoles with ketones using Et₃SiH as reductant to give 3-substituted indoles in good yields, and it could be applicable for both substituted indoles and N-methylindoles.</div><div>2024 Elsevier Ltd. All rights reserved.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1027 ","pages":"Article 123513"},"PeriodicalIF":2.1,"publicationDate":"2025-01-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143332194","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Facile synthesis and spectral analysis of the bioactive spiroborate compounds as a novel therapeutic agent for computational insights, biological evaluation, and applications","authors":"Metin Yildirim ,&nbsp;Eyyup Yasar ,&nbsp;Adem Necip ,&nbsp;Mehmet Cimentepe ,&nbsp;Burcu Demirbağ ,&nbsp;Ahmet Kilic","doi":"10.1016/j.jorganchem.2025.123510","DOIUrl":"10.1016/j.jorganchem.2025.123510","url":null,"abstract":"<div><div>Boron-containing compounds (BCCs) have emerged as a new class of organic molecules in pharmaceutical chemistry as novel drug candidates for extensive therapeutic applications. In this context, the five novel bioactive spiroborate compounds <strong>(S₁-S₅)</strong> were synthesized by condensation reaction of Schiff base ligands <strong>(L₁-L₅)</strong>, 1,3-dioxane-5,5-dimethanol, and boric acid with high yields. The bioactive spiroborate compounds <strong>(S₁-S₅)</strong> were characterized by NMR (¹H and ¹¹B) spectra, FT-IR spectra, UV–Vis spectra, LC-MS/MS spectrometry, elemental analysis, and melting point measurement techniques. The anti-cancer activity in A549 lung cancer cells and inhibitory effects of α-glucosidase with acetylcholinesterase (AChE) enzymes of the synthesized spiroborate compounds were investigated. In addition, the anti-bacterial activity of spiroborate compounds against <em>Staphylococcus aureus, Enterococcus faecalis, Pseudomonas aeruginosa,</em> and <em>Escherichia coli</em> were investigated, respectively. On the other hand, anti-biofilm activity against <em>Pseudomonas aeruginosa</em> was assessed. <em>In silico</em> studies were also conducted on the synthesized spiroborate molecules <strong>(S₁-S₅)</strong>. Among the synthesized spiroborate compounds, spiroborate <strong>(B₅)</strong> was identified as the most potent anticancer agent with an IC₅₀ of 352.5 µg/ml, in contrast spiroborate <strong>(B₃)</strong> exhibited the strongest α-glucosidase inhibition (68 %) and anti-bacterial activity. Furthermore, spiroborate <strong>(B₄)</strong> was the most effective AChE inhibitor (61 %). Besides, spiroborate <strong>(B₄)</strong> exhibited strong antibacterial activity against <em>S. aureus</em> and <em>E. coli</em> with MIC values of 7.81 μg/mL. Spiroborate compounds <strong>(S₁-S₅)</strong> exhibited significant dose-dependent biofilm inhibitory activity against <em>P. aeruginosa</em>. The binding affinities of spiroborate <strong>(B₄)</strong> to the proteins 3VSL and 4WUB were calculated as −4.16 and −4.26 kcal/mol.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1027 ","pages":"Article 123510"},"PeriodicalIF":2.1,"publicationDate":"2025-01-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143332389","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"The recent advances of copper(II)-β-cyclodextrin complex as a practical catalyst system for various organic conversions: A review","authors":"Sara Payamifar ,&nbsp;Majid Abdouss ,&nbsp;Ahmad Poursattar Marjani","doi":"10.1016/j.jorganchem.2025.123509","DOIUrl":"10.1016/j.jorganchem.2025.123509","url":null,"abstract":"<div><div>Nowadays, a considerable amount of research is focused on cyclodextrin chemistry because it is economically and environmentally helpful; also, they are eco-friendly biomimetic materials, water-soluble, low-price, commercially available, easily functionalized, and non-toxic. These particular properties make cyclodextrin (CD) an appealing and invaluable field for study. β-CD can make host-guest complexes by non-covalent bonding, leading to highly selectively catalyzed chemical reactions. Indeed, β-CD has been vastly applied as a green nanocatalyst for organic conversions. In this regard, Cu(II)-β-CD is a dinuclear complex with great stability constants that recently received massive attention in organic chemistry. Cu(II)-β-CD is easily accessible and structurally simple and can be a promising catalyst in different organic conversions. This review concentrates on using copper(II)-β-CD catalyst as an advantageous catalyst in the diverse organic reactions and summary articles.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1027 ","pages":"Article 123509"},"PeriodicalIF":2.1,"publicationDate":"2025-01-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143333168","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Advancing chemistry sustainably: From synthesis to benefits and applications of green synthesis","authors":"Arwa sultan Alqahtani ,&nbsp;Shehab Elbeltagi","doi":"10.1016/j.jorganchem.2025.123508","DOIUrl":"10.1016/j.jorganchem.2025.123508","url":null,"abstract":"<div><div>Green synthesis is a method of chemical synthesis that aims to reduce the environmental impact of chemical reactions and techniques. Green synthesis techniques use plant extracts, microorganisms, or proteins as bio-capping and bio-decreasing agents and their role as bio-nanofactories for prepare biogenic nanoparticles (NPs). Green chemistry emphasizes the minimization of hazardous compounds, reduction of waste generated in conventional organic synthesis, and consideration of both production and disposal impacts. Since 2011, the adoption of green chemistry techniques has led to a 27 % reduction in chemical waste, with enhanced chemical recycling playing a significant role. Key reduction strategies include process modifications, elimination of toxic reagents, and reduction in the number of steps required in organic synthesis. Moreover, green chemistry-based sustainable synthesis and nanomaterial surface fabrication have attracted attention due to their superior catalytic properties, ease of handling, reusability, cost-effectiveness, and biocompatibility. For instance, metal NPs synthesized from plant extracts and animal waste have gained popularity as bio-reductants for various organic transformations. The pharmaceutical industry is increasingly committed to sustainable chemistry practices to produce modern medicines and improve the greenness of numerous drugs. This review will primarily examine the steps, concepts, and techniques fundamental to green chemistry.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1027 ","pages":"Article 123508"},"PeriodicalIF":2.1,"publicationDate":"2025-01-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143333166","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Rh-catalyzed (4+1) carbocyclization of chalcones with internal alkynes: A DFT study","authors":"Xueli Mu ,&nbsp;Yihang Zhou ,&nbsp;Huaishen Li ,&nbsp;Jing Zhang ,&nbsp;Jian Zhang ,&nbsp;Kang Lv ,&nbsp;Tao Liu","doi":"10.1016/j.jorganchem.2025.123507","DOIUrl":"10.1016/j.jorganchem.2025.123507","url":null,"abstract":"<div><div>Computational studies were performed to provide mechanistic insights into the (4+1) carbocyclization mechanism from chalcones with internal alkynes catalyzed by rhodium catalysis. Computational results suggested that cationic rhodium (C_p^tRhOAc⁺) was generally used as the active catalyst, and the generation of 2<em>H</em>-furanium salt can be divided into three stages: formation of pyrylium salt, hydrolysis, and 2<em>H</em>-furanium salt formation. The factors responsible for the regio-, chem- and stereo-selectivities are discussed. The regio- and chem-selectivity step is identified as the migratory insertion process in the first catalytic cycle. The reason can be understood from the electronic effect. The stereochemistry-determining-step is the migratory insertion process in the second catalytic cycle, which can be ascribed to the steric effect as RSS-<strong>TS_21–22</strong> identifies a more expansive structure.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1026 ","pages":"Article 123507"},"PeriodicalIF":2.1,"publicationDate":"2025-01-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143309538","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"The performance of metal carbon-based quantum dots as an anti-bacterial factor in green conditions","authors":"Payam Ansari ,&nbsp;Mahdieh Ghobadifard ,&nbsp;Sajjad Mohebbi ,&nbsp;Morahem Ashengroph","doi":"10.1016/j.jorganchem.2024.123495","DOIUrl":"10.1016/j.jorganchem.2024.123495","url":null,"abstract":"<div><div>Carbon quantum dots and metal-doped carbon quantum dots (N-CQDs and M-CQDs) were prepared by the hydrothermal method. The samples were characterized by EDS, UV–Vis, FT-IR, XRD, and PL techniques. FT-IR investigation demonstrates that M-CQDs have a shift of the peak associated with C-O and C=O oxygen bonds due to doping metals into carbon quantum dots, and a band at 550 cm^-1, which is related to M-O bonds. N-CQDs and M-CQDs exhibited impressive <span><span>PL</span><svg><path></path></svg></span> behavior as an <span><span>antibacterial</span><svg><path></path></svg></span> factor against representative Gram-negative and Gram-positive bacterial strains. According to the findings and comparisons of the average halo zone of the anti-bactericidal activity of the prepared samples and MIC methods, N-CQDs and M-CQDs demonstrate excellent prevention versus bacteria with the best MIC of 0.5 mg/L. Co-CQDs had the greatest inhibitory effect against S. aureus with an average halo zone diameter of 15 mm, and E. coli with an average halo zone diameter of 13 mm. This toxicity is due to the generation of reactive oxygen species and the interaction between the M-CQDs and cells.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1026 ","pages":"Article 123495"},"PeriodicalIF":2.1,"publicationDate":"2024-12-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143309542","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Preparation of a series of heterobimetallic complexes containing bridging ethylidyne ligands by the reaction of diruthenium Bis(μ-ethylidyne) complex with 3d metal carbonyls: Alkylidyne−alkylidyne coupling reaction at the Ru2Fe site","authors":"Naoya Noguchi,&nbsp;Toshiro Takao","doi":"10.1016/j.jorganchem.2024.123497","DOIUrl":"10.1016/j.jorganchem.2024.123497","url":null,"abstract":"<div><div>Diruthenium bis(μ-ethylidyne) complex [(Cp*Ru)₂(μ-CMe)₂] (<strong>1</strong>) reacts smoothly with metal carbonyls of group 6–9 3d metals to afford heterobimetallic tri- and tetranuclear complexes. While bis(ethylidyne) complexes [(Cp*Ru)₂(μ-CMe)(μ₃-CMe)(μ-CO)₂{Cr(CO)₃}] (<strong>2</strong>) and [(Cp*Ru)₂(μ₃-CMe)₂(μ-CO){Fe(CO)₃}] (<strong>4</strong>) were obtained by the reaction of <strong>1</strong> with [Cr(CO)₆] and [Fe(CO)₅], respectively, the reaction with [Mn₂(CO)₁₀] yielded μ-vinylidene−μ₃-ethylidyne complex [(Cp*Ru)₂(μ-C=CH₂)(μ₃-CMe)(μ-CO)₂{Mn(CO)₃}] (<strong>3</strong>) accompanied by the abstraction of a methyl proton by [Mn(CO)₅]^•. By the reaction with an excess amount of [Co₂(CO)₈], tetranuclear bis(μ₃-ethylidyne) complex [(Cp*Ru)₂(μ₃-CMe)₂(μ-CO){Co(CO)₂}₂] (<strong>6</strong>) was exclusively obtained. These reactions implied that the delocalized π-electrons in the [Ru₂C₂] core of <strong>1</strong> were used to construct the heterometallic skeleton with unsaturated organometallic species. Although complexes <strong>2</strong> and <strong>3</strong> underwent fragmentation upon gentle heating, <strong>4</strong> reacted with CO at 60 °C to yield μ₃-η²(||)-butyne complex [(Cp*Ru)₂(μ₃-η²(||)-MeCCMe)(μ₃-CO)(μ-CO){Fe(CO)₃}] (<strong>5</strong>) via the alkylidyne−alkylidyne coupling. The density functional theory (DFT) calculations suggested that the C−C bond formation occurs via the intermediate containing μ- and μ₃-ethylidyne ligands followed by the migration of the <em>m</em>-ethylidyne ligand across the Ru₂Fe plane.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1026 ","pages":"Article 123497"},"PeriodicalIF":2.1,"publicationDate":"2024-12-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143309854","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Metallacyclopropene complexes from the reactions of ReCl3(PMePh2)3 with o-halophenylacetylenes","authors":"Xiuhong Zhang ,&nbsp;Peiqi Wang ,&nbsp;Yue Zhao ,&nbsp;Bingjie Fu ,&nbsp;Yang Li ,&nbsp;Wei Bai","doi":"10.1016/j.jorganchem.2024.123496","DOIUrl":"10.1016/j.jorganchem.2024.123496","url":null,"abstract":"<div><div>The reactions of ReCl₃(PMePh₂)₃ with <em>o</em>-halophenylacetylenes (halo = Cl, Br, I) were investigated, producing two kinds of rhenacyclopropene complexes. Complex <strong>1</strong> with a fused five-membered rhenacycle containing a Re-I dative bond, and spiro bi(rhenacyclopropene) complexes <strong>2-4</strong> were isolated and characterized. The reaction selectivity and the aromatic property of metallacyles were studied by DFT calculations. In the model complex <strong>M</strong>, the iodo-rhenacycle <strong>5MR</strong> was non-aromatic, while the rhenacyclopropene <strong>3MR</strong> was aromatic.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1026 ","pages":"Article 123496"},"PeriodicalIF":2.1,"publicationDate":"2024-12-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143309544","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Design and synthesis of a multifunctional g-C3N4@MOF for enhanced CO2 cycloaddition: Synergistic effects of Lewis acid-base sites and ionic liquid functionalization","authors":"Guofeng Zhao ,&nbsp;Peng Qin ,&nbsp;Chao Zhang ,&nbsp;Chao Wang ,&nbsp;Delu Zhang ,&nbsp;Tao Zhuang ,&nbsp;Zhiguo Lv","doi":"10.1016/j.jorganchem.2024.123494","DOIUrl":"10.1016/j.jorganchem.2024.123494","url":null,"abstract":"<div><div>The cycloaddition reaction of CO₂ to synthesize cyclic carbonates is highly valuable for greenhouse gas resource utilization. In this study, a multifunctional g-C₃N₄@MOFs layered catalyst (BCN-MIL-IMNH₂), containing Lewis acid-base sites and hydrogen bond donors (HBD), was prepared using a mild in-situ growth and covalent bonding strategy. At optimal performance conditions (120 °C, 1.5 MPa, 90 mg catalyst, 4 h), the BCN-MIL-IMNH₂–2 catalyst exhibited excellent catalytic performance (Y_PC = 96.5 %, S_PC = 99.0 %). The remarkable catalytic efficiency resulted from the combined effect of Lewis acid (B/Cr), Lewis base (Br⁻), and hydrogen bond donors (-NH₂) active groups. The introduced Cr and B were effective in activating and opening (via nucleophilic attack by Br⁻) epoxides. Besides, the -NH₂ group, serving as a hydrogen bond donor basic functional group, adsorbed and activated CO₂ to form an intermediate carbamate. The enhanced stability was attributed to the covalent bonding strategy, which effectively immobilizes the amino functionalized ionic liquids within the MOFs of the composite material, thereby enhancing structural stability and preventing dissociation during the reaction process. After five cycles, the catalyst maintained excellent performance with a yield of approximately 93 %.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1026 ","pages":"Article 123494"},"PeriodicalIF":2.1,"publicationDate":"2024-12-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143309522","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis, characterization and photovoltaic properties of new nanoscale carbon-rich polyplatinaynes with alternating donor and acceptor units","authors":"Qiwei Wang ,&nbsp;Lu Jiang ,&nbsp;Junlong Li ,&nbsp;Zelin Sun ,&nbsp;Wai-Yeung Wong","doi":"10.1016/j.jorganchem.2024.123493","DOIUrl":"10.1016/j.jorganchem.2024.123493","url":null,"abstract":"<div><div>Development of carbon-rich organometallic systems containing rigid, π-conjugated fragments is a hot research topic. Construction of donor-acceptor skeleton with the thiophene donor group and the acceptor units such as benzothiazole and fluorenone can usually improve the electronic properties of the resulting organic materials. New nanoscale-sized organometallic acetylide polymers of platinum(II) bridged by bis(thienyleneethynylene)-benzothiadiazole moiety <strong>P1</strong> and bis(thienyleneethynylene)-fluorenone moiety <strong>P2</strong> have been synthesized in which an additional triple bond was inserted between the thiophene ring and the acceptor unit in the central spacer unit. The photophysical and electrochemical properties of <strong>P1</strong> and <strong>P2</strong> were investigated and compared with those of their model diplatinum(II) complexes and related polymers with other heteroaromatic spacers.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1026 ","pages":"Article 123493"},"PeriodicalIF":2.1,"publicationDate":"2024-12-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143309540","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}