Muhammad Asadullah Khan, Yue Liu, Wenmin Pang, Ao Chen, Min Chen
{"title":"Hemilabile α-Diimine Nickel Catalyzed Olefin Polymerization","authors":"Muhammad Asadullah Khan, Yue Liu, Wenmin Pang, Ao Chen, Min Chen","doi":"10.1002/cjoc.202400881","DOIUrl":"https://doi.org/10.1002/cjoc.202400881","url":null,"abstract":"<div>\u0000 \u0000 <p>For coordination-insertion olefin polymerization, the development of novel transition-metal catalysts has drawn extensive attention in this field. In this contribution, we designed a series of hemilabile α-diimine nickel catalysts bearing oxygen atom as neighboring group. The steric hindrance and oxygen atom number of these nickel complexes (<b>Ni1—Ni4</b>) could be adjusted, which influenced ethylene (co)polymerization processes. The introduction of oxygen atoms could enhance the thermal stability during ethylene polymerization for <b>Ni2</b> compared to the counterpart without oxygen atoms. And for the copolymerization process of ethylene with polar monomers, higher catalytic activity (1.4 × 10<sup>6</sup> g·mol<sup>−1</sup>·h<sup>−1</sup>) and polar monomer incorporation ratio (1.2 mol%) were achieved. However, <b>Ni4</b> with four oxygen atoms in this work was not active in ethylene polymerization due to the interaction between the oxygen atom and nickel catalytic center. The hemilabile effect in this work presented an example to enhance the stability of the α-diimine nickel catalysts in olefin polymerization.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 5","pages":"517-523"},"PeriodicalIF":5.5,"publicationDate":"2024-12-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143113967","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}
Kai Li, Zi-Ying Li, Hui-Rong Dong, Yan Chen, Zhi-Gang Li, Yong-Qiang Chen, Rui Feng, Wei Li
{"title":"Temperature- and Pressure-Dependent Emissions and Crystal- Glass Transition of a Hybrid Manganese Bromide†","authors":"Kai Li, Zi-Ying Li, Hui-Rong Dong, Yan Chen, Zhi-Gang Li, Yong-Qiang Chen, Rui Feng, Wei Li","doi":"10.1002/cjoc.202400945","DOIUrl":"https://doi.org/10.1002/cjoc.202400945","url":null,"abstract":"<div>\u0000 \u0000 <p>Herein, the temperature- and pressure-stimulated responsive behavior as well as crystal-glass phase transition of a new zero-dimensional hybrid manganese bromide [4-MTPP]<sub>2</sub>[MnBr<sub>4</sub>] [4-MTPP<sup>+</sup> = (4-methoxybenzyl)tris(phenyl)phosphonium)] were reported. Our experiment results demonstrate that [4-MTPP]<sub>2</sub>[MnBr<sub>4</sub>] shows typical green photoluminescence emission centered at 522.4 nm excited by UV light, with a high photoluminescence quantum yields value of 79.36% and a large lifetime of 368.6 μs, attributing to its direct bandgap electronic structure. Further, the photoluminescence emission of [4-MTPP]<sub>2</sub>[MnBr<sub>4</sub>] presents a monotonically blue shift with the increased temperature, originating from the decreased crystal field strength where the Mn<sup>2+</sup> stays owing to lattice thermal expansion effect. On the contrary, as the pressure increases, the photoluminescence emission of [4-MTPP]<sub>2</sub>[MnBr<sub>4</sub>] exhibits a progressive red shift, which can be attributed to the increased crystal field strength of Mn<sup>2+</sup> due to the effect of pressure-induced lattice shrinkage. Meanwhile, its quenched emission can be successfully restored when the pressure returns to the ambient pressure. In addition, [4-MTPP]<sub>2</sub>[MnBr<sub>4</sub>] crystals show a crystal-glass phase transition at the temperature of 74 °C. Intriguingly, the melt-quenched glass of [4-MTPP]<sub>2</sub>[MnBr<sub>4</sub>] exhibits green emission under UV light excitation with a large lifetime of 302.2 μs.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 5","pages":"501-507"},"PeriodicalIF":5.5,"publicationDate":"2024-12-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143112139","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}
Lucai Ding, Guihong Yang, Li Luo, Yingchun Ma, Jifu Shi, Deqiang Liang, Yanni Li
{"title":"DABCO-Mediated Photoelectrochemical Three-Component Sulfonocyclization of 3-Aza-1,5-dienes","authors":"Lucai Ding, Guihong Yang, Li Luo, Yingchun Ma, Jifu Shi, Deqiang Liang, Yanni Li","doi":"10.1002/cjoc.202401048","DOIUrl":"https://doi.org/10.1002/cjoc.202401048","url":null,"abstract":"<div>\u0000 \u0000 <p>Herein, we report a rare example of three-component net-oxidative sulfonylation of a SO<sub>2</sub> surrogate with an oxidatively activated radical precursor under mild and metal- and external-oxidant-free conditions. The mildness and sustainability of the reaction are enabled by photoelectrocatalysis, and 3-aza-1,5-dienes, organotrifluoroborates and 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) undergo sulfonylative cyclization to afford sulfono 4-pyrrolin-2-ones in an atom-economical manner with a broad substrate scope and good functional-group tolerance. The protocol is amenable to the late-stage diversification of complex molecular architectures as well as the gram-scale synthesis. Sunlight could be used as the light source, and the reaction could be conducted in an all-solar mode using a commercially available photovoltaic panel to generate electricity <i>in situ</i>. Mechanistic studies reveal that the <i>in situ</i> generated 1,4-diazabicyclo[2.2.2]octane (DABCO), which was generally innocent in previous reactions, functions as an electron shuttle between the photocatalytic cycle and the reactants.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 5","pages":"491-500"},"PeriodicalIF":5.5,"publicationDate":"2024-12-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143110328","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":"Inside Cover Picture","authors":"","doi":"10.1002/cjoc.202590012","DOIUrl":"https://doi.org/10.1002/cjoc.202590012","url":null,"abstract":"<p>Eutypetides A—D (<b>1</b>—<b>4</b>), representing the first class of polycyclic macrolides with 10/6/5 tricyclic ring skeleton, were obtained from the marine-derived fungus <i>Eutypella</i> sp. F0219, together with an intriguing polyketide, eutypetide E (<b>5</b>), containing a novel hexahydroisobenzofuran-1(3<i>H</i>)-one motif. Compounds <b>1</b>, <b>2</b>, and <b>5</b> were formed biogenetically from <b>6</b>—<b>8</b> via intramolecular [4+2] cycloaddition, respectively. More details are discussed in the article by Huang <i>et al</i>. on pages 23—32.\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 1","pages":"2"},"PeriodicalIF":5.5,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/cjoc.202590012","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142762063","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}
Juan Liu, Hou-Yi Zhao, Zi-Wen Liu, Peng-Yu Chen, Shao-Ping Tao, Lan Wu, Gui-Hua Li, Lu-Juan Cui, Qi Lin
{"title":"Novel Easy-to-Synthesize Hydrazine Multi-channel Detection and Adsorption Materials","authors":"Juan Liu, Hou-Yi Zhao, Zi-Wen Liu, Peng-Yu Chen, Shao-Ping Tao, Lan Wu, Gui-Hua Li, Lu-Juan Cui, Qi Lin","doi":"10.1002/cjoc.202400912","DOIUrl":"https://doi.org/10.1002/cjoc.202400912","url":null,"abstract":"<div>\u0000 \u0000 <p>Hydrazine hydrate (DH) is a widely used chemical agent, but it is highly toxic. Thus, the development of low-cost and easy-to-prepare materials for the detection and adsorption of DH is very significant. Herein, a novel and easy-to-prepare supramolecular smart material based on bisquinoline-functionalized naphthalene diimide (<b>DQ8</b>) has been designed and synthesized. In the <b>DQ8</b>, the synergistic effect between quinoline and naphthalene diimide groups has been employed to improve the selectivity and sensitivity for binding of DH. The <b>DQ8</b>-based crystalline porous material (<b>DQ8</b>-CPM) can simultaneously detect and adsorb DH and produce noticeable fluorescence color changes after adsorption of DH vapor. More significantly, the <b>DQ8</b>-CPM shows nice recycling performance on DH detection and adsorption. Meanwhile, a smart gel based on DQ8 (<b>DQ8</b>-G) shows multi-channel response for DH through color, fluorescence, and state changes. The <b>DQ8</b> shows high selectivity and sensitivity for DH. The detection limit of <b>DQ8</b> for DH is 8.6 × 10<sup>–7</sup> mol/L. According to the investigation of the DH binding and response mechanism, the synergistic effect between quinoline and naphthalene diimide groups plays an important role in the DH response process. It's a simple and feasible way to develop materials for detection and adsorption of DH through synergistic effects.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 4","pages":"408-416"},"PeriodicalIF":5.5,"publicationDate":"2024-11-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143119546","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}
Jing-Yu Wang, Zhen Li, Lu Zhang, Yan-Cong Chen, Ze-Yu Ruan, Shan-Nan Du, Wei Deng, Si-Guo Wu, Jun-Liang Liu, Ming-Liang Tong
{"title":"Temperature-Driven Axial-Equatorial Isomerism and Magnetic Relaxation on Low-Spin Co(II) Borohydride Complexes","authors":"Jing-Yu Wang, Zhen Li, Lu Zhang, Yan-Cong Chen, Ze-Yu Ruan, Shan-Nan Du, Wei Deng, Si-Guo Wu, Jun-Liang Liu, Ming-Liang Tong","doi":"10.1002/cjoc.202400947","DOIUrl":"https://doi.org/10.1002/cjoc.202400947","url":null,"abstract":"<div>\u0000 \u0000 <p>Crystalline materials with diastereomerism serve as ideal prototypes for investigating the influence of coordination environments on chemophysical properties. In this study, we synthesized a pair of axial-equatorial isomers [Co(II)(HB(tim<sup><i>t</i>Bu</sup>)<sub>3</sub>)(<i>cis</i>-dppen)](BF<sub>4</sub>)·<i>solv</i> ([HB(tim<sup><i>t</i>Bu</sup>)<sub>3</sub>]<sup>−</sup> = hydrotris(3-tertbutyl-2-thioxoimidazol-1-yl)borate; <i>cis</i>-dppen = <i>cis</i>-1,2-bis(diphenylphosphino)ethene; <i>solv</i> = 0.5THF·2H<sub>2</sub>O and 2H<sub>2</sub>O for <b><i>ax</i>-CoHS</b><sub><b>2</b></sub><b>P</b><sub><b>2</b></sub> and <b><i>eq</i>-CoHS</b><sub><b>2</b></sub><b>P</b><sub><b>2</b></sub>, respectively), by varying the crystallization temperatures. Despite both diastereoisomers adopting distorted square pyramidal geometries, the bidentate <i>cis</i>-dppen ligand chelates to the central Co(II) either in an axial-equatorial or equatorial-equatorial manner, with a boron-hydrogen binding to the metal center. Magnetic studies reveal differences in <i>g</i>-values between these axial-equatorial isomers. X-band electron paramagnetic resonance spectra suggest rapid equilibrium and potential conformational interconversion in response to temperature changes in solution. Magnetic measurements indicate field-induced slow relaxation of magnetization in this low-spin <i>S</i> = 1/2 system, with spin-lattice relaxations dominated by Raman and quantum tunneling of magnetization mechanisms due to the absence of thermally populated excited states.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 4","pages":"423-430"},"PeriodicalIF":5.5,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143119362","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}
Yu-Zheng Wu, Yue Leng, Yi-Xin Chen, Shi-Qiu Huang, Ning Zou, Chun-Hua Chen, Dong-Liang Mo
{"title":"Yb(OTf)3-Catalyzed Asymmetric [3+3] Cycloaddition of N-Vinyl Nitrones with Activated Cyclopropanes to Prepare 1,2-Oxazines","authors":"Yu-Zheng Wu, Yue Leng, Yi-Xin Chen, Shi-Qiu Huang, Ning Zou, Chun-Hua Chen, Dong-Liang Mo","doi":"10.1002/cjoc.202400937","DOIUrl":"https://doi.org/10.1002/cjoc.202400937","url":null,"abstract":"<div>\u0000 \u0000 <p>We described a Yb(OTf)<sub>3</sub> combined with Pybox ligand catalyzed asymmetric [3+3] cycloaddition of <i>N</i>-vinyl cinnamaldehyde nitrones with activated cyclopropanes to prepare various functionalized 1,2-oxazines in 24%—95% yields and 22%—96% ee. Experimental results revealed that the reaction underwent a domino [3+3] cycloaddition, dealkenylation, and aza-1,4-addition in three steps. The chiral 1,2-oxazine could be obtained in gram scales and easily converted into various 1,2-oxazine scaffolds. The present method features broad substrate scope, good functional group compatibility, three-component domino reaction, and asymmetric [3+3] cycloaddition of <i>N</i>-vinyl nitrones with activated cyclopropanes.</p><p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 4","pages":"417-422"},"PeriodicalIF":5.5,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143119119","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}
Jingjing Yang, Tingting Wang, Benhui Sui, Hongyu Wang, Bo Tang
{"title":"Visible Light-Induced Umpolung Synthesis of 3,3-Disubstituted Oxindoles via the Substrate-Photosensitive Strategy","authors":"Jingjing Yang, Tingting Wang, Benhui Sui, Hongyu Wang, Bo Tang","doi":"10.1002/cjoc.202400973","DOIUrl":"https://doi.org/10.1002/cjoc.202400973","url":null,"abstract":"<div>\u0000 \u0000 <p>3,3-Disubstituted oxindoles, forming the core of extensive bioactive natural products and drugs, attract tremendous efforts to develop efficient methods for their preparation. Here, a photocatalyst-free approach for the synthesis of 3,3-disubstituted oxindoles via a substrate-photosensitive strategy under visible light was successfully developed. Preliminary mechanistic studies illustrated that isatin-derived imines can be directly excited by visible light to generate strong oxidant states, facilitating subsequent single-electron transfer (SET) processes with Hantzsch esters to afford the corresponding α-amino radical intermediates. Thus, these α-amino radicals promote the subsequent Giese radical addition or radical/radical cross-coupling reactions to furnish diverse functionalized 3-substituted 3-aminooxindoles in high yields.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 4","pages":"431-436"},"PeriodicalIF":5.5,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143119363","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}
Yi Zang, Ruo-nan Sun, Ran-qi Feng, Hong-hui Zhu, Xu-wen Li
{"title":"Recent Advances of Terpenoids with Intriguing Chemical Skeletons and Biological Activities","authors":"Yi Zang, Ruo-nan Sun, Ran-qi Feng, Hong-hui Zhu, Xu-wen Li","doi":"10.1002/cjoc.202400697","DOIUrl":"https://doi.org/10.1002/cjoc.202400697","url":null,"abstract":"<div>\u0000 \u0000 <p>Terpenoids are a large and diverse family of secondary metabolites that have gained more attention from chemists and pharmacologists for their intriguing skeletons and broad biological activities, including anti-inflammatory, antitumoral, antimicrobial, and anti-viral effects. Based on the previous reviews, this review comprehensively summarized recent advances on bioactive terpenoids, focusing on their intriguing structural features and promising biological activities, covering literature from 2020 to 2023. In this review, 532 terpenoids with remarkable chemical architectures and biological properties are classified into sesquiterpenoids (142), diterpenoids (129), sesterterpenoids (24), triterpenoids (52), and meroterpenoids (185), that were isolated from terrestrial and marine resources. This review would provide a reference for researchers to rapidly discover the interesting terpenoids for further study as promising drug leads.</p>\u0000 <p>\u0000 </p>\u0000 <p>\u0000 \u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 4","pages":"443-469"},"PeriodicalIF":5.5,"publicationDate":"2024-11-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143117588","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":"Radical Functionalization of 1,6-Diene via Transannular Cyano Migration: Synthesis of Polysubstituted Cyclopentanes†","authors":"Ziqiang Wang, Yasu Chen, Chen Zhu","doi":"10.1002/cjoc.202401072","DOIUrl":"https://doi.org/10.1002/cjoc.202401072","url":null,"abstract":"<div>\u0000 \u0000 <p>An efficient transannular cyano migration is reported for <i>gem</i>-dicyano-1,6-diene, which is triggered by the addition of external arylsulfonyl radicals. The overall transformation proceeds through a sequence of intramolecular 5-exo-trig cyclization, suprafacial 1,4-cyano migration, and the capture by H or D atom, leading to the production of valuable polysubstituted cyclopentanes under mild photoredox catalytic conditions. The reaction is adapted to a wide range of sodium (hetero)arylsulfinates, demonstrating good functional group compatibility. This method provides a new protocol for radical-mediated functional group migration.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 4","pages":"437-442"},"PeriodicalIF":5.5,"publicationDate":"2024-11-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143117586","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}