{"title":"Inside Cover Picture","authors":"","doi":"10.1002/cjoc.202590062","DOIUrl":"https://doi.org/10.1002/cjoc.202590062","url":null,"abstract":"<p>Cooperativity, fluxionality, biocompatibility and self-adaption are four essential criteria in designing new generation artificial cell walls. The cover story adopted the image of Feitian in armor who was playing pipa and Chinese landscape to interpret these four characteristics of the artificial cell wall. General methods of fabricating artificial cell walls were introduced in this review and interpreted in the cover story. The artificial cell walls are able to play significant roles in the fields of cytoprotection, cellular metabolic regulation, <i>etc</i>., and are potential in the field of cell therapy and tissue engineering. More details are discussed in the article by Huang <i>et al</i>. on pages 715—728.\u0000\u0000 <figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure></p>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 6","pages":"590"},"PeriodicalIF":5.5,"publicationDate":"2025-02-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/cjoc.202590062","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143423819","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Palladium-Catalyzed Carbonylation of ortho-Alkenyl Iodobenzenes for the Construction of 3-Arylindenones","authors":"Minxiu Qian, Lingyun Yao, Zhi Li, Xusheng Shao, Quannan Wang, Wei-Ping Deng","doi":"10.1002/cjoc.202401269","DOIUrl":"https://doi.org/10.1002/cjoc.202401269","url":null,"abstract":"<div>\u0000 \u0000 <p>We developed a novel Pd-catalyzed carbonylation of <i>ortho</i>-alkenyl iodobenzenes with CO, affording a diverse array of 3-arylindenones in good to excellent yields (up to 94% yield). This methodology exhibits broad substrate scope and good functional group compatibility. The synthetic utility was demonstrated by a gram-scale reaction, diverse product derivatizations, and the preparation of an intermediate for a PPARγ agonist.</p>\u0000 <p></p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 10","pages":"1135-1140"},"PeriodicalIF":5.5,"publicationDate":"2025-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835794","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Unlocking the Potential of Rare Earth-Enriched Aluminum Oxo Clusters for Enhanced Dielectric Properties","authors":"Ruiduan Ji, Xiaoyu Liu, Haizhou Pei, Wei-Hui Fang, Weiguo Huang, Jian Zhang","doi":"10.1002/cjoc.202401181","DOIUrl":"https://doi.org/10.1002/cjoc.202401181","url":null,"abstract":"<div>\u0000 \u0000 <p>This study highlights the innovative use of increased rare earth elements to enhance the dielectric properties of materials and devices. The AlOC-129Ln series, features the highest number of rare earth dopants in aluminum oxo clusters to date. The trivalent ions in AlOC-129Ln impart a high dipole moment, significantly elevating the dielectric constant (<i>k</i>) of the doped polymer films. AlOC-129Ce, in particular, exhibits the largest molecular size, which enhances interfacial effects and achieves a relative dielectric constant four times greater than that of undoped polymers and 1.5 times higher than those with single rare earth dopants. The substantial molecular size (~2.5 nm) and robust charge scattering and trapping capabilities of AlOC-129Ln reduce dielectric loss by up to 50% at high frequencies. Additionally, its excellent solution processability enhances breakdown strength by 147%, ensuring superior electrical stability. This research demonstrates the versatility of the cluster doping strategy in effectively balancing dielectric constant and loss, unveiling the promising potential of solution-processable cluster materials in electronic devices.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 9","pages":"1042-1050"},"PeriodicalIF":5.5,"publicationDate":"2025-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143749983","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Homochiral Dy2 Schiff Base Complexes Based on (R)/(S)-Chlocyphos: Single-Molecule Magnet Behaviours, Proton Conductivities and MCD Effects","authors":"Cai-Ming Liu, Hua-Hong Zou, Yi-Quan Zhang, Xiang Hao, Xiao-Ming Ren","doi":"10.1002/cjoc.202401318","DOIUrl":"https://doi.org/10.1002/cjoc.202401318","url":null,"abstract":"<div>\u0000 \u0000 <p>Chiral proton conductive single-molecule magnets (SMMs) are multifunctional molecular materials that can combine conductor, magnet, and chirality at the nanoscale, but there are still significant challenges to their synthesis. Herein, the hydrazone Schiff base ligand (<i>E</i>)-<i>N</i>′-(2-hydroxybenzylidene)-3-aminopyrazine-2-carbohydrazide (H<sub>2</sub>L<sub>Schiff</sub>) and the homochiral ligands (<i>R</i>)-(+)-chlocyphos/ (<i>S</i>)-(−)-chlocyphos (<i>R</i>-HL)/(<i>S</i>-HL) were chosen to assemble a pair of Dy<sub>2</sub> enantiomers [Dy<sub>2</sub>(<i>R</i>-L)<sub>2</sub>(L<sub>Schiff</sub>)<sub>2</sub>(DMA)<sub>2</sub>]·2.5H<sub>2</sub>O (<i>R</i>-<b>1</b>) (DMA = <i>N</i>,<i>N</i>-dimethylacetamide) and [Dy<sub>2</sub>(<i>S</i>-L)<sub>2</sub>(L<sub>Schiff</sub>)<sub>2</sub>(DMA)<sub>2</sub>]·2.5H<sub>2</sub>O (<i>S</i>-<b>1</b>) at room temperature. Magnetic investigation indicated that they are field-induced SMMs, with a <i>U</i><sub>eff</sub>/<i>k</i> value of 42.2 K at 1000 Oe, and there is ferromagnetic coupling within the molecule; these magnetic properties may be explained by the <i>ab initio</i> calculations. The presence of a hydrogen bonding network confers the enantiomers proton conductivities. Moreover, <i>R</i>-<b>1</b> and <i>S</i>-<b>1</b> show prominent magnetic circular dichroism (MCD) effects at room temperature.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 9","pages":"1051-1058"},"PeriodicalIF":5.5,"publicationDate":"2025-02-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143749359","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Fast DNA-Based Molecular Classifier for Cancer Diagnosis Using Freeze-Thaw Cycling†","authors":"Mengyao Cao, Xiewei Xiong, Li Li, Hao Pei","doi":"10.1002/cjoc.202401212","DOIUrl":"https://doi.org/10.1002/cjoc.202401212","url":null,"abstract":"<div>\u0000 \u0000 <p>Monitoring and analyzing expression levels of multiple biomarkers in biological samples can improve disease risk prediction and guide precision medicine but suffers from high cost and being time-consuming. Here, we construct a fast molecular classifier based on freeze-thaw cycling that implements an <i>in silico</i> support vector machine (SVM) classifier model at the molecular level with a panel of disease-related biomarkers expression patterns for rapid disease diagnosis. The molecular classifier employs DNA reaction networks as the computing module and repeated dehydration and concentration process as the driving force to implement a set of simplified mathematical operations (such as multiplication, summation and subtraction) for efficient classification of complex input patterns. We demonstrate that the fast DNA-based molecular classifier enables precise cancer diagnosis within a short turnaround time in synthetic samples compared to those of free diffusion classifiers. We envision that this all-in-one molecular classifier will create more opportunities for inexpensive, accurate, and rapid disease diagnosis, prognosis and therapy, particularly in emergency departments or the point of care.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 9","pages":"1035-1041"},"PeriodicalIF":5.5,"publicationDate":"2025-02-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143749730","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Ziqiang Wang, Jianjun Wang, Peng Wang, Ni Song, Xue-Wei Liu, Ming Li
{"title":"Modular Synthesis and Cytotoxicity Evaluation of Dragocins A—C and Their Analogues: Discovery of a Potential Anticancer Agent","authors":"Ziqiang Wang, Jianjun Wang, Peng Wang, Ni Song, Xue-Wei Liu, Ming Li","doi":"10.1002/cjoc.202401236","DOIUrl":"https://doi.org/10.1002/cjoc.202401236","url":null,"abstract":"<div>\u0000 \u0000 <p>Dragocins A—C are structurally unique marine natural products featuring an uncommon tri-oxa-tricyclic[6.2.1]undecane moiety. However, their extremely low natural abundance has hindered extensive screening of their bioactivities. We hereby describe an efficient and modular approach to synthesizing dragocins A—C and their analogues using commercially available and inexpensive anisomycin and D-ribosyl thioglycoside derivative as the starting materials. A key feature of our synthesis is the construction of the uncommon tri-oxa-tricyclic[6.2.1]undecane skeleton. This challenging architecture is achieved by the stereocontrolled formation of the β-ribofuranosidic bond and the DDQ (2,3-dichloro-5,6-dicyano-1,4-benzoquinone)-promoted intramolecular cross-dehydrogenative etherification at the benzylic position. Our synthesis is also characterized by the successful installation of a chlorine atom and a methoxy group at the tertiary C-4' position via a late-stage silver-catalyzed decarboxylative chlorination reaction and an electrophilic etherification reaction of the enol intermediate. Cytotoxicity evaluations of the synthesized compounds revealed demethyl dragocin A, the <i>N</i>-demethylated derivative of dragocin A, as a potential anticancer candidate due to its strong cytotoxicity against A549 lung, HCT116 colorectal and MCF7 breast cancer cell lines. This work also demonstrated the preliminary structure-activity relationship of this compound, setting a solid foundation for developing novel anticancer candidates.</p>\u0000 <p>\u0000 \u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 10","pages":"1107-1113"},"PeriodicalIF":5.5,"publicationDate":"2025-02-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835976","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Nickel-Cobalt Bimetallic Strategy Enables Regioselective C8–H Alkylation of Polyaromatics with Inert Alkyl Chlorides","authors":"Wanbin Song, Ximeng Shi, Wen Li, Shuang Yao, Yujian Mao, Yinan Zhang","doi":"10.1002/cjoc.202401211","DOIUrl":"https://doi.org/10.1002/cjoc.202401211","url":null,"abstract":"<div>\u0000 \u0000 <p>A regioselective C8−H alkylation of polyaromatics exampled with inert alkyl chloride is reported. The reaction proceeds via the synergistic participation of inexpensive transition metals nickel and cobalt. This approach enables the coupling of various substituted polyaromatic rings with a broad range of primary and secondary alkyl chlorides. Further synthetic applications provide a series of simple conversions to useful building blocks, suggesting its potency in the late-stage functionalization of complex molecules. Mechanistic investigation illustrates that the reaction goes through a radical process with an unusual Ni(II)→Ni(III)→Ni(I) cycle being responsible for the rate-determining C−H insertion of alkyl radicals, which are generated by the homolysis of chloroalkane with 2-electrons oxidative addition of Co(I).</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 10","pages":"1121-1128"},"PeriodicalIF":5.5,"publicationDate":"2025-02-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835977","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Chen-Chen Gu, Xiong-En Long, Xiuping Chen, Junyang Liu, Chuang-Chuang Li
{"title":"Recent Natural Product Total Syntheses Involving Cycloadditions of Allenes","authors":"Chen-Chen Gu, Xiong-En Long, Xiuping Chen, Junyang Liu, Chuang-Chuang Li","doi":"10.1002/cjoc.202401143","DOIUrl":"https://doi.org/10.1002/cjoc.202401143","url":null,"abstract":"<div>\u0000 \u0000 <section>\u0000 \u0000 <h3> Comprehensive Summary</h3>\u0000 \u0000 <p>Allenes, characterized by their cumulated carbon–carbon double bonds, have emerged as indispensable synthons in the construction of complex natural products. Their unique reactivity and stereochemical properties render allenes a powerful tool for the efficient and streamlined total synthesis of structurally intricate natural products. This review comprehensively summarizes the total syntheses of complex natural products involving allene cycloaddition reactions reported over the past decade (2014—2024). Among the nearly 20 total syntheses reviewed, the [2+1], [2+2], [3+2], [4+2], [4+3], [5+1] and [2+2+1] cycloaddition reactions of allenes are the most important transformations to construct the key skeleton. This is because of their ability to form multiple bonds in a single step with high atom economy, stereoselectivity, and regioselectivity, often under mild conditions. The strategic application of these reactions in forming key carbon–carbon bonds and controlling stereochemistry makes them practical for the efficient assembly of complex molecular frameworks. With the ongoing exploration of methods for allene generation, particularly the enantioselective approaches, and the continued discovery of novel cyclization reactions of allenes, allene chemistry will maintain its crucial and indispensable role in the total synthesis of natural products.</p>\u0000 \u0000 <p>\u0000 </p>\u0000 </section>\u0000 \u0000 <section>\u0000 \u0000 <h3> Key Scientists</h3>\u0000 \u0000 <p></p>\u0000 </section>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 9","pages":"1059-1077"},"PeriodicalIF":5.5,"publicationDate":"2025-02-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143749728","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Xiaomei Fu, Zining Zhou, Yawen Yang, Lei He, Jie Mu, Qiong Ye
{"title":"Halogen Modulation and Physical Property Variation in Two Novel Mixed-Cation Organic-Inorganic Hybrid Perovskites†","authors":"Xiaomei Fu, Zining Zhou, Yawen Yang, Lei He, Jie Mu, Qiong Ye","doi":"10.1002/cjoc.202401102","DOIUrl":"https://doi.org/10.1002/cjoc.202401102","url":null,"abstract":"<div>\u0000 \u0000 <p>Organic-inorganic hybrid perovskites (OIHPs) offer precise control over material properties through the substitution of organic cations and halogens. In this study, two OIHPs, [(C<sub>6</sub>H<sub>10</sub>P)(<i>n</i>-BA)]Sb<sub>2</sub>X<sub>9</sub> ([C<sub>6</sub>H<sub>10</sub>P]<sup>+</sup> = [Me<sub>3</sub>PCH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>]<sup>+</sup>, [<i>n</i>-BA]<sup>+</sup> = <i>n</i>-butylamine cation, X = I (<b>1</b>), Br (<b>2</b>)), were synthesized by varying halogens within a mixed-cation system. The halogen substitution induced a shift from compound <b>1</b>, which remains stable without phase transitions, to compound <b>2</b>, which undergoes a ferroelastic phase transition (<i>mmmF</i>2/<i>m</i>). Compound <b>1</b> crystallizes in the non-centrosymmetric <i>Pca</i>2<sub>1</sub> space group and demonstrates a second harmonic generation (SHG) response, while compound <b>2</b> displays elasticity in nanoindentation tests. Halogen substitution alters Sb—X bond lengths, inducing structural distortions in the inorganic framework and influencing the spatial configuration of organic cations and inorganic anions. These changes lead to distinct crystallization behaviors, resulting in different physical properties for compounds <b>1</b> and <b>2</b>. This work contributes to the development of multifunctional materials based on halogen regulation in mixed-cation OIHPs.</p>\u0000 <p></p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 9","pages":"1029-1034"},"PeriodicalIF":5.5,"publicationDate":"2025-02-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143749729","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Biomass-Derived Cu-Catalyzed General C—X (X = C, N, O) Bond Formation: Carbenoid Insertion Reactions of C—H, N—H, O—H Bond and Late-stage Functionalization of Drug Molecules†","authors":"Fuhua Qin, Wenxuan Xue, Conghui Tang","doi":"10.1002/cjoc.202401107","DOIUrl":"https://doi.org/10.1002/cjoc.202401107","url":null,"abstract":"<div>\u0000 \u0000 <p>The development of sustainable and efficient catalytic systems for the formation C—C, C—N, C—O bonds is a fundamental goal in modern synthetic chemistry. We present a biomass-derived Cu/Chitosan-800 catalyst that facilitates a range of carbenoid insertion reactions into C—H, N—H, and O—H bonds. This catalyst demonstrates remarkable activity, enabling the functionalization of diverse substrates, including the late-stage modification of drug molecules with up to 95% yield and good recyclability. Our findings highlight the catalyst's potential in advancing environmentally friendly chemical transformations, offering a promising tool for pharmaceutical synthesis and organic synthesis.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 8","pages":"916-924"},"PeriodicalIF":5.5,"publicationDate":"2025-02-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143629796","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}