Chemistry - An Asian Journal最新文献

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Boron-Based Mg2Be2B7 - Ternary Cluster Stabilizes a Monocyclic [B7]5- Heptagonal Ring: Chemical Bonding, Double 6π/6σ Aromaticity, and Dynamic Structural Fluxionality. 硼基Mg2Be2B7 -三元团簇稳定单环[B7]5-七方环:化学键、双6π/6σ芳香性和动态结构流动性。
IF 3.5 3区 化学
Chemistry - An Asian Journal Pub Date : 2025-06-10 DOI: 10.1002/asia.202500615
Chong Hu, Shu-Juan Gao, Fang-Lin Liu, Hua-Jin Zhai
{"title":"Boron-Based Mg<sub>2</sub>Be<sub>2</sub>B<sub>7</sub> <sup>-</sup> Ternary Cluster Stabilizes a Monocyclic [B<sub>7</sub>]<sup>5-</sup> Heptagonal Ring: Chemical Bonding, Double 6π/6σ Aromaticity, and Dynamic Structural Fluxionality.","authors":"Chong Hu, Shu-Juan Gao, Fang-Lin Liu, Hua-Jin Zhai","doi":"10.1002/asia.202500615","DOIUrl":"https://doi.org/10.1002/asia.202500615","url":null,"abstract":"<p><p>Incorporating metals into boron clusters through doping or alloying can effectively tailor the structural, electronic, and bonding properties of boron-based compound clusters. In this contribution, we report on the computational design of a ternary Mg<sub>2</sub>Be<sub>2</sub>B<sub>7</sub> <sup>-</sup> cluster, which assumes a three-layered geometry between Be─Mg─Mg trimer, monocyclic B<sub>7</sub> ring, and an isolated Be atom. Chemical bonding analysis reveals double 6π/6σ aromaticity in the system, whose π/σ electron counting conforms to the (4n + 2) Hückel rule. Heptagonal boron ring is a nonclassical structural motif, which is formally in the [B<sub>7</sub>]<sup>5-</sup> charge-state, except for secondary covalent interaction with Be<sub>2</sub> component. The Be─Mg─Mg trimer is held together by dative σ bonds with relative low bond orders. The system shows dynamic structural fluxionality, as demonstrated by the Born-Oppenheimer molecular dynamics (BOMD) simulation at near room temperature. The intramolecular rotation barrier is only 0.15 kcal mol<sup>-1</sup> at the single-point CCSD(T) level. A concept is proposed that a complex molecular system with mutually inert components may facilitate dynamic structural fluxionality. This work also highlights the potential to develop a heptagonal [B<sub>7</sub>]<sup>5-</sup> ring as inorganic ligand in boron chemistry.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e00615"},"PeriodicalIF":3.5,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144256943","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}
引用次数: 0
Investigation of Reaction Dynamics and Mechanistic Pathways in the Remediation of Dye-Contaminated Wastewater Using Biogenic Nanostructured Dc-ZnO. 生物源型纳米结构Dc-ZnO修复染料污染废水的反应动力学及机理研究
IF 3.5 3区 化学
Chemistry - An Asian Journal Pub Date : 2025-06-10 DOI: 10.1002/asia.202500286
Biswajyoti Hazarika, Biplop Jyoti Hazarika, Md Juned K Ahmed
{"title":"Investigation of Reaction Dynamics and Mechanistic Pathways in the Remediation of Dye-Contaminated Wastewater Using Biogenic Nanostructured Dc-ZnO.","authors":"Biswajyoti Hazarika, Biplop Jyoti Hazarika, Md Juned K Ahmed","doi":"10.1002/asia.202500286","DOIUrl":"https://doi.org/10.1002/asia.202500286","url":null,"abstract":"<p><p>Dye contamination in wastewater, exacerbated by industrial activities significantly impacts aquatic ecosystems, rendering water unsuitable for potable use and impairing agricultural productivity. This study reports the eco-friendly synthesis of zinc oxide (ZnO) nanoparticles using Dryopteris cristata (L.) leaf extract (Dc-ZnO), with the potential to degrade dye pollutants. The physicochemical properties of the synthesized nanoparticles were meticulously characterized using analytical techniques including PL, UV-vis., XRD, SEM-EDX, TEM-SAED, TGA, and FT-IR. The Dc-ZnO nanoparticles exhibited high photocatalytic activity for the degradation of cationic (methylene blue, MB) and anionic (congo red, CR) dye under visible light irradiation in the presence of H<sub>2</sub>O<sub>2</sub> as a green oxidant. Optimization of experimental parameters, including pH, catalyst loading, light exposure, and H<sub>2</sub>O<sub>2</sub> concentration, resulted in photodegradation efficiencies of 94.32% for MB and 96.16% for CR within 60 min. Kinetics studies indicated pseudo-first-order reaction behavior, with rate constants of 4.9 × 10<sup>-2</sup> min<sup>-1</sup> for CR and 6.3 × 10<sup>-2</sup> min<sup>-1</sup> for MB. The quantum yields for MB and CR were calculated to be 5.77 × 10<sup>-9</sup> and 6.27 × 10<sup>-9</sup> molecules photon<sup>-1</sup>, respectively. Radical scavenging studies confirmed hydroxyl radicals (•OH) as key intermediates. The catalyst maintained high stability over five cycles, demonstrating its potential for sustainable wastewater treatment.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e00286"},"PeriodicalIF":3.5,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144256951","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}
引用次数: 0
Camptothecin-loaded Surface-modified Nanostructured Lipid Carriers Consisting of L-Cysteine- and L-Cystine-derived Lipids: Physicochemical Characterization and In Vitro Evaluation. 由l -半胱氨酸和l -半胱氨酸衍生的脂质组成的喜树碱负载表面修饰的纳米结构脂质载体:物理化学表征和体外评价。
IF 3.5 3区 化学
Chemistry - An Asian Journal Pub Date : 2025-06-10 DOI: 10.1002/asia.202500180
Swagata Patra, Dipanwita Patra, Joykrishna Dey
{"title":"Camptothecin-loaded Surface-modified Nanostructured Lipid Carriers Consisting of L-Cysteine- and L-Cystine-derived Lipids: Physicochemical Characterization and In Vitro Evaluation.","authors":"Swagata Patra, Dipanwita Patra, Joykrishna Dey","doi":"10.1002/asia.202500180","DOIUrl":"https://doi.org/10.1002/asia.202500180","url":null,"abstract":"<p><p>Camptothecin (CPT) is a potent chemotherapeutic agent used in the treatment of colorectal, breast, ovarian, colon, and stomach cancers. However, its clinical application has been significantly restricted due to several drawbacks, including poor water solubility, nonselective toxicity, drug resistance, and inherent instability. To address some of these challenges and to enhance the stability, solubility, and biological efficacy of CPT, in this work, we have attempted to explore nanoparticulate delivery strategies using nanostructured lipid carriers (NLCs) for the targeted delivery of CPT. We have employed L-cysteine- and L-cystine-derived lipids, C<sub>12</sub>-cys-C<sub>12</sub> and [C<sub>12</sub>-cys]<sub>2</sub>, along with isopropyl palmitate, as a co-liquid lipid to produce surface-modified NLCs. L-cystine was incorporated into the lipid structure in order to exploit its redox-sensitive disulfide (S─S) bond for stimuli-responsive delivery of CPT. Sulfur-containing L-cysteine and its oxidized form L-cystine containing S─S bond is expected to enhance anticancer drug delivery by offering improved therapeutic efficacy and biocompatibility over conventional lipids. This was confirmed by the glutathione (GSH) assay. The biocompatibility of NLC formulations was determined by in vitro MTT assay. It has been shown that compared to free CPT and cysteinelated NLC-CPT, the cystinelated NLC-CPT is more effective in killing both human hepatoma (HuH7) and colon carcinoma (Caco-2) cells.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e00180"},"PeriodicalIF":3.5,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144256944","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}
引用次数: 0
Cellular Inflammation-Induced Cleavage of Phosphorothioate DNA Locker Activates CRISPR/Cas9 Regulator for Gene Editing. 细胞炎症诱导的磷酸化DNA锁子裂解激活CRISPR/Cas9调控因子进行基因编辑
IF 3.5 3区 化学
Chemistry - An Asian Journal Pub Date : 2025-06-10 DOI: 10.1002/asia.202401696
Rui Sha, Hua Qin, Aijiao Yuan, Zhaojia Deng, Wenjing Liao, Guangbo Qu, Bei Wen, Wenjing Xie, Hanyong Peng
{"title":"Cellular Inflammation-Induced Cleavage of Phosphorothioate DNA Locker Activates CRISPR/Cas9 Regulator for Gene Editing.","authors":"Rui Sha, Hua Qin, Aijiao Yuan, Zhaojia Deng, Wenjing Liao, Guangbo Qu, Bei Wen, Wenjing Xie, Hanyong Peng","doi":"10.1002/asia.202401696","DOIUrl":"https://doi.org/10.1002/asia.202401696","url":null,"abstract":"<p><p>The CRISPR technology is a highly promising strategy for developing a versatile toolbox to engineer genetic circuits. However, achieving precise and specific control over the activity of the CRISPR/Cas9 system in response to intracellular processes remains a challenging endeavor. In this study, we present a cellular inflammation-induced activation of an engineered CRISPR/Cas9 regulator for gene regulation. A phosphorothioate (PS)-modified DNA sequence, referred as the \"locker,\" is employed to deactivate single guide RNA (sgRNA), whose locker sequence complements the spacer region of sgRNA. In the presence of myeloperoxidase during cellular inflammation, a halogenation process is triggered, leading to the generation of HClO, specifically cleaving the PS site of locker and activating CRISPR/Cas9 for gene editing. The target GFP gene has been successfully edited, downregulating the GFP protein expression in HeLa cells. This study provides valuable insights into the CRISPR-based gene regulation through specific endogenous processes.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e01696"},"PeriodicalIF":3.5,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144256945","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}
引用次数: 0
Iridium Oxide Nanoparticle-Decorated Metal-Organic Framework: A Synergistic Platform for Photodynamic and Photothermal Cancer Therapy. 氧化铱纳米颗粒装饰金属有机框架:光动力和光热癌症治疗的协同平台。
IF 3.5 3区 化学
Chemistry - An Asian Journal Pub Date : 2025-06-10 DOI: 10.1002/asia.202500252
Wanqing Teng, Yapu Yang, Haoming Yuan, Mei Yan, Shusheng Zhang, Pengfei Shi
{"title":"Iridium Oxide Nanoparticle-Decorated Metal-Organic Framework: A Synergistic Platform for Photodynamic and Photothermal Cancer Therapy.","authors":"Wanqing Teng, Yapu Yang, Haoming Yuan, Mei Yan, Shusheng Zhang, Pengfei Shi","doi":"10.1002/asia.202500252","DOIUrl":"https://doi.org/10.1002/asia.202500252","url":null,"abstract":"<p><p>Phototherapy, including photodynamic therapy (PDT) and photothermal therapy (PTT), has demonstrated significant potential for cancer treatment. However, the therapeutic efficacy of PDT and PTT is often limited by several challenges, such as the hypoxic tumor microenvironment, lack of tumor-specific targeting, incomplete tumor ablation, and heat resistance of tumor cells. Herein, we report a novel theranostic nanoplatform (PCN-224-IrO<sub>2</sub>-HA) by anchoring hyaluronic acid (HA)-modified IrO₂ nanoparticles onto a metal-organic framework PCN-224. PCN-224 converts O<sub>2</sub> to oxygen species (ROS) under laser irradiation. ROS are highly toxic within cells and can kill tumor cells. IrO<sub>2</sub> nanoparticle catalyzes the production of O<sub>2</sub> from the excess H<sub>2</sub>O<sub>2</sub> at the tumor site, which relieves hypoxia in the tumor environment and enhances the efficiency of PDT. IrO<sub>2</sub> nanoparticle also rapidly converts the light energy into heat energy to ablate the tumor cells under laser irradiation. HA can specifically recognize CD44 protein, which is highly expressed on tumor cell membranes, prompting the effective enrichment of PCN-224-IrO<sub>2</sub>-HA at the tumor site. The synergistic PDT and PTT achieved by this novel nanoplatform can significantly inhibit the growth of tumor, which provides new idea and tool for phototherapy.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e00252"},"PeriodicalIF":3.5,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144256952","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}
引用次数: 0
Photocatalytic Synthesis of Succinimides from Aza-1,6-Enynes. 氮杂-1,6-炔光催化合成琥珀酰亚胺。
IF 3.5 3区 化学
Chemistry - An Asian Journal Pub Date : 2025-06-10 DOI: 10.1002/asia.202500272
Shivam A Meena, Deepika Thakur, Antrix Lagwal, Akhilesh K Verma, Rahul Ranjan
{"title":"Photocatalytic Synthesis of Succinimides from Aza-1,6-Enynes.","authors":"Shivam A Meena, Deepika Thakur, Antrix Lagwal, Akhilesh K Verma, Rahul Ranjan","doi":"10.1002/asia.202500272","DOIUrl":"https://doi.org/10.1002/asia.202500272","url":null,"abstract":"<p><p>Succinimides are an essential structural component of many natural products, clinical drug molecules, and pharmacophores, but are challenging to synthesize difunctionalized succinimides in a single operational step. In this study, we report an operationally simple protocol for the stereoselective synthesis of functionally and structurally diverse succinimides using readily accessible aza-1,6-enynes. The strategy relies on the of use visible-light-mediated photocatalysis with a readily available 4CzIPN photocatalyst. The mechanism of this reaction is believed to proceed through a radical cascade seleno/thiosulfonation of aza-1,6- enynes in an atom-economic and stereoselective manner. The reaction's advantageous features are operational simplicity, metal/oxidant/base-free, complete atom economy, and excellent functional group tolerance with broad substrate scope.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e00272"},"PeriodicalIF":3.5,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144256955","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}
引用次数: 0
Stable Cycling Performance of P2/O3-Type Layered Oxide Cathodes Through Li/Sn Co-Doping for Sodium-Ion Batteries. 钠离子电池用Li/Sn共掺杂P2/ o3型层状氧化物阴极的稳定循环性能
IF 3.5 3区 化学
Chemistry - An Asian Journal Pub Date : 2025-06-10 DOI: 10.1002/asia.202500461
Xiaobao Hou, Meijing Xiao, Xin Chen, Xinjing Meng, Junxi Zhang, Fuqiang Huang, Baofeng Wang
{"title":"Stable Cycling Performance of P2/O3-Type Layered Oxide Cathodes Through Li/Sn Co-Doping for Sodium-Ion Batteries.","authors":"Xiaobao Hou, Meijing Xiao, Xin Chen, Xinjing Meng, Junxi Zhang, Fuqiang Huang, Baofeng Wang","doi":"10.1002/asia.202500461","DOIUrl":"https://doi.org/10.1002/asia.202500461","url":null,"abstract":"<p><p>Sodium-ion battery (SIBs) has become a substitute for lithium-ion battery with low cost and abundant resources. Among the cathode materials, manganese-based layered oxides, including O3-type and P2-type oxides, have broad application prospects because of their high capacity and energy density. However, these materials often face the challenges of poor stability and low capacity in practical applications. This study through the design and synthesis of a new type of composite high entropy: P2/O3-Na<sub>0.75</sub>Li<sub>0.05</sub>Cu<sub>0.10</sub>Fe<sub>0.30</sub>Mn<sub>0.50</sub>Sn<sub>0.05</sub>O<sub>2</sub> to solve these limitations. The material uses Li<sup>+</sup> to increase ionic conductivity and activate deep anionic redox. Sn<sup>4+</sup> prevents charge delocalization and contributes to structural stability. Electrochemical tests showed that the specific capacity was 110 mAh g<sup>-1</sup> at 0.1C (1C = 200 mA g<sup>-1</sup>), 58 mAh g<sup>-1</sup> at 3C, and the capacity retention rate was 80.91% after 500 cycles. This composite represents a new strategy for optimizing manganese base form oxides, providing insights for improving performance and stability.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e00461"},"PeriodicalIF":3.5,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144256959","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}
引用次数: 0
Turn-On Luminescent Detection of Liver Cancer Biomarker β-Glucuronidase Using a Terbium-Based Paper Sensor. 基于铽基纸传感器的肝癌生物标志物β-葡萄糖醛酸酶的发光检测
IF 3.5 3区 化学
Chemistry - An Asian Journal Pub Date : 2025-06-10 DOI: 10.1002/asia.202401975
Shruthi Sakthivel, Ananya Biswas, Uday Maitra
{"title":"Turn-On Luminescent Detection of Liver Cancer Biomarker β-Glucuronidase Using a Terbium-Based Paper Sensor.","authors":"Shruthi Sakthivel, Ananya Biswas, Uday Maitra","doi":"10.1002/asia.202401975","DOIUrl":"https://doi.org/10.1002/asia.202401975","url":null,"abstract":"<p><p>We report the first turn-on lanthanide luminescent probe for time-gated detection of liver cancer biomarker β-glucuronidase. This innovative assay offers unprecedented rapidity, simplicity, and sensitivity, requiring minimal sample volumes and boasting exceptionally low detection limits (LOD of 40 ng/mL). The protocol was simplified and made \"instrument-free\" by developing TbCh gel-immobilized paper sensors and measuring the luminescence response after enzyme addition using ImageJ software.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e01975"},"PeriodicalIF":3.5,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144256961","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}
引用次数: 0
Small Molecule-Mediated Chemo-Photodynamic Therapy Induces Autophagy and Apoptosis in Cancer Cells. 小分子介导的化学光动力疗法诱导癌细胞自噬和凋亡。
IF 3.5 3区 化学
Chemistry - An Asian Journal Pub Date : 2025-06-10 DOI: 10.1002/asia.202500459
Asima Sahu, Tripti Mishra, Pathi Arun Babu, Unnati Modi, Dhiraj Bhatia, Sudipta Basu
{"title":"Small Molecule-Mediated Chemo-Photodynamic Therapy Induces Autophagy and Apoptosis in Cancer Cells.","authors":"Asima Sahu, Tripti Mishra, Pathi Arun Babu, Unnati Modi, Dhiraj Bhatia, Sudipta Basu","doi":"10.1002/asia.202500459","DOIUrl":"https://doi.org/10.1002/asia.202500459","url":null,"abstract":"<p><p>Cancer is the second leading cause of death globally, which can be treated through invasive chemotherapeutic strategies, leading to severe toxic side effects, injury, and trauma to the patients. Recently, phototherapy gained lots of attention as an alternative, non-invasive cancer therapy. However, developing novel small molecules as chemophototherapeutic agents remained a major challenge. To address this, herein, we have designed and synthesized a small molecule library consisting of aromatic moieties as π-donor, 3-methoxy-pyrrole as π-electron-rich pharmacophore, and cyanine or N-methyl-quinolinium ion as π-acceptor in a concise strategy. Upon screening in colon (HCT-116), cervical (HeLa), and lung (A549) cancer cells, one small molecule (6a) was identified to induce remarkable HCT-116 cell killing under 740 nm LED irradiation by generating a diverse array of reactive oxygen species (ROS) and showing negligible toxicity toward non-cancerous, kidney fibroblast-like Cos-7 cells. Interestingly, compound 6a self-assembled into spherical nanoparticles that homed into the lysosomal compartment of HCT-116 cells efficiently within 3 h, impaired the lysosomal membrane, followed by induction of autophagy and generation of ROS to trigger late apoptosis and necrosis with increased penetration efficiency in 3D-HeLa spheroids under light irradiation. Compound 6a can be a tool for the development of a novel chemo-photodynamic probe for cancer therapy.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e00459"},"PeriodicalIF":3.5,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144256958","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}
引用次数: 0
Cyclopentannulated Decacyclenes as Carbon-Based Multistage Electron Acceptors. 环戊环十环烯作为碳基多级电子受体。
IF 3.5 3区 化学
Chemistry - An Asian Journal Pub Date : 2025-06-10 DOI: 10.1002/asia.202500551
Silas C Eiden, Erik Misselwitz, Frank Rominger, Milan Kivala
{"title":"Cyclopentannulated Decacyclenes as Carbon-Based Multistage Electron Acceptors.","authors":"Silas C Eiden, Erik Misselwitz, Frank Rominger, Milan Kivala","doi":"10.1002/asia.202500551","DOIUrl":"https://doi.org/10.1002/asia.202500551","url":null,"abstract":"<p><p>We report a series of cyclopentannulated decacyclenes that act as remarkable multistage electron acceptors. The compounds were synthesized in a modular approach via Yamamoto cyclotrimerization of brominated pyracylene precursors, allowing the introduction of electron-withdrawing, -donating, and solubilizing fluoro, methoxy, and tert-butyl moieties, respectively. The subsequent π-expansion of the polycyclic scaffold was achieved by oxidative cyclodehydrogenation. X-ray crystallographic analysis revealed the propeller-shaped geometry of the decacyclene core with a pronounced bond length alternation in the central six-membered ring and the columnar packing motif in the solid state. Depending on the substitution pattern, the compounds are capable of up to six reversible reductions within a particularly narrow potential range between -1.45 and -2.86 V under electrochemical conditions. This result is in stark contrast to only two reductions of parent decacyclene and clearly demonstrates the major impact of strategic cyclopentannulation on the redox properties of the sp<sup>2</sup>-carbon scaffold, which was further supported by density functional theory studies.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e00551"},"PeriodicalIF":3.5,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144256947","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}
引用次数: 0
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