Chinese Journal of Chemistry最新文献

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Catalytic Cycloaddition Reactions of Ynol and Thioynol Ethers 炔醇和硫代炔醇醚的催化环化反应
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2024-09-25 DOI: 10.1002/cjoc.202400607
Ming-Yu Teng, Yin Xu, Xin-Qi Zhu, Bo Zhou, Long-Wu Ye
{"title":"Catalytic Cycloaddition Reactions of Ynol and Thioynol Ethers","authors":"Ming-Yu Teng,&nbsp;Yin Xu,&nbsp;Xin-Qi Zhu,&nbsp;Bo Zhou,&nbsp;Long-Wu Ye","doi":"10.1002/cjoc.202400607","DOIUrl":"https://doi.org/10.1002/cjoc.202400607","url":null,"abstract":"<div>\u0000 \u0000 <section>\u0000 \u0000 <h3> Comprehensive Summary</h3>\u0000 \u0000 <p>Electron-rich alkynes, such as ynol and thioynol ethers, have proven to be versatile and appealing partners in catalytic cycloaddition reactions, and thus have raised considerable attentions owing to the practical application in the modular assembly of valuable carbo- and heterocycles. The past decades have witnessed inspiring advances in this emerging field, and an increasing number of related discoveries have been exploited. Divided into two main sections on the basis of substrate type, in each section this comprehensive review will initially summarize their synthetic preparations and subsequently examine their reactivity in every sort of catalytic cycloaddition with emphasis on the methodology development, aimed at providing an access to this burgeoning area and encouraging further innovations in the near future.\u0000 </p>\u0000 </section>\u0000 \u0000 <section>\u0000 \u0000 <h3> Key Scientists</h3>\u0000 \u0000 <p>For the cycloaddition of ynol ethers, in 2004, Kozmin <i>et al.</i> firstly developed a silver-catalyzed [2 + 2] cycloaddition of siloxy alkynes with electron-poor olefins. In 2012, Hiyama <i>et al.</i> realized a palladium-catalyzed formal [4 + 2] annulation of alkynyl aryl ethers with internal alkynes. In the same year, Sun <i>et al.</i> discovered an efficient [6 + 2] cyclization between siloxy alkynes and 2-(oxetan-3-yl)benzaldehydes by applying HNTf<sub>2</sub> as catalyst. In 2017, Wender <i>et al.</i> first utilized vinylcyclopropanes (VCPs) as coupling partners in the [5 + 2] annulation of ynol ethers. In 2018 and 2020, Ye <i>et al.</i> reported zinc-catalyzed formal [3 + 2] and [4 + 3] cycloaddition, respectively. For the cycloaddition of thioynol ethers, in 2004, Hilt <i>et al.</i> realized a [4 + 2] cycloaddition by employing the alkynyl sulfides and acyclic 1,3-dienes. In 2006, a ruthenium-catalyzed [2 + 2] cycloaddition of thioynol ethers with bicyclic alkenes was accomplished by Tam. In 2014, Sun <i>et al.</i> reported an elegant iridium-catalyzed click reaction of thioalkynes with azides.\u0000 </p>\u0000 </section>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3469-3483"},"PeriodicalIF":5.5,"publicationDate":"2024-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142642431","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}
引用次数: 0
Simultaneously Optimizing Molecular Stacking and Phase Separation via Solvent-Solid Hybrid Additives Enables Organic Solar Cells with over 19% Efficiency† 通过溶剂-固体混合添加剂同时优化分子堆叠和相分离,使有机太阳能电池的效率超过 19%†
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2024-09-24 DOI: 10.1002/cjoc.202400685
Haicui Liu, Keli Shi, Jing Lai, Seonghun Jeong, Can Zhu, Jinyuan Zhang, Zhi-Guo Zhang, Changduk Yang, Beibei Qiu, Yongfang Li
{"title":"Simultaneously Optimizing Molecular Stacking and Phase Separation via Solvent-Solid Hybrid Additives Enables Organic Solar Cells with over 19% Efficiency†","authors":"Haicui Liu,&nbsp;Keli Shi,&nbsp;Jing Lai,&nbsp;Seonghun Jeong,&nbsp;Can Zhu,&nbsp;Jinyuan Zhang,&nbsp;Zhi-Guo Zhang,&nbsp;Changduk Yang,&nbsp;Beibei Qiu,&nbsp;Yongfang Li","doi":"10.1002/cjoc.202400685","DOIUrl":"https://doi.org/10.1002/cjoc.202400685","url":null,"abstract":"<div>\u0000 \u0000 <p>Given the crucial role of film morphology in determining the photovoltaic parameters of organic solar cells (OSCs), solvent or solid additives have been widely used to realize fine-tuned film morphological features to further improve the performance of OSCs. However, most high-performance OSCs are processed only using single component additive, either solvent additive or solid additive. Herein, a simple molecular building block, namely thieno[3,4-<i>b</i>]thiophene (TT), was utilized as the solid additive to coordinate with the widely used solvent additive, 1-chloronaphthalene (CN), to modulate the film morphology. Systematical investigations revealed that the addition of TT could prevent the excessive aggregation to form a delicate nanoscale phase separation, leading to enhanced charge transport and suppressed charge recombination, as well as superior photovoltaic performance. Consequently, the PM6:Y6 based OSCs with the addition of hybrid additive of CN + TT demonstrated the optimal PCE of 18.52%, with a notable FF of 79.6%. More impressively, the PM6:Y6:PC<sub>71</sub>BM based ternary OSCs treated with the hybrid additives delivered a remarkable efficiency of 19.05%, which ranks among the best values of Y6-based OSCs reported so far. This work highlights the importance of the hybrid additive strategy in regulating the active layer morphology towards significantly improved performance.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3234-3242"},"PeriodicalIF":5.5,"publicationDate":"2024-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142642407","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}
引用次数: 0
Asymmetric Synthesis of Chiral Aliphatic α-Tertiary Aminonitriles via Organocatalytic Isomerization of Cyanoketimines 通过氰基亚胺的有机催化异构化不对称合成手性脂肪族 α-叔氨基硝酸酯
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2024-09-24 DOI: 10.1002/cjoc.202400774
Ling Xu, Jisheng Luo, Li Deng
{"title":"Asymmetric Synthesis of Chiral Aliphatic α-Tertiary Aminonitriles via Organocatalytic Isomerization of Cyanoketimines","authors":"Ling Xu,&nbsp;Jisheng Luo,&nbsp;Li Deng","doi":"10.1002/cjoc.202400774","DOIUrl":"https://doi.org/10.1002/cjoc.202400774","url":null,"abstract":"<div>\u0000 \u0000 <p>Chiral <i>α</i>-tertiary aminonitriles are valuable synthetic intermediates. They are also found in various structures of biologically active molecules. Therefore, numerous reports of catalytic asymmetric synthesis of chiral <i>α</i>-aminonitriles continuously emerged during the past few decades. Great strides have been made for the synthesis of chiral <i>α</i>-aryl and <i>α</i>-branched alkyl aminonitriles. However, efficient methods for catalytic asymmetric synthesis of chiral <i>α</i>-linear alkyl aminonitriles remain limited. We herein report a new synthetic approach to chiral <i>α</i>-tertiary alkyl aminonitriles via catalytic asymmetric isomerization of cyanoketimines. The synthetic value of this method was illustrated by application to a concise catalytic asymmetric synthesis of vildagliptin.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3387-3392"},"PeriodicalIF":5.5,"publicationDate":"2024-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142642408","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}
引用次数: 0
Oxidative Alkylarylation of N-Aryl Bicyclobutyl Amides with C(sp3)–H Feedstocks via C(sp3)–H/C(sp2)–H Functionalization 通过 C(sp3)-H/C(sp2)-H 官能化使 N-芳基双环丁基酰胺氧化烷基化
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2024-09-18 DOI: 10.1002/cjoc.202400748
Jing Yuan, Jiao Zhou, Peng-Fei Xia, Yu Liu, Ke-Wen Tang, Jian-Hong Fan
{"title":"Oxidative Alkylarylation of N-Aryl Bicyclobutyl Amides with C(sp3)–H Feedstocks via C(sp3)–H/C(sp2)–H Functionalization","authors":"Jing Yuan,&nbsp;Jiao Zhou,&nbsp;Peng-Fei Xia,&nbsp;Yu Liu,&nbsp;Ke-Wen Tang,&nbsp;Jian-Hong Fan","doi":"10.1002/cjoc.202400748","DOIUrl":"10.1002/cjoc.202400748","url":null,"abstract":"<div>\u0000 \u0000 <p>The difunctionalization of bicyclo[1.1.0]butanes is an under-explored transformation that accesses to moieties that are otherwise difficult to prepare. Herein, a new oxidative radical alkylarylation of <i>N</i>-aryl bicyclobutyl amides with C(sp<sup>3</sup>)−H feedstocks is achieved in an atom-economic and photocatalyst- and light-free manner. This protocol follows a sequential C(sp<sup>3</sup>)–H/C(sp<sup>2</sup>)–H functionalization, providing an efficient route for diversity-oriented synthesis of functionalized 3-spirocyclobutyl oxindoles. In particular, a wide range of C(sp<sup>3</sup>)−H feedstocks, including ether, alcohol, amine, thioether, polychlorinated methane, silane, acetone, acetonitrile, toluene, and alkane are all suitable for the C(sp<sup>3</sup>)−H functionalization, demonstrating the broad applicability of this transformation.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3399-3404"},"PeriodicalIF":5.5,"publicationDate":"2024-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142269630","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}
引用次数: 0
Highly Stable Binary Cross-Linkable Organic Nonlinear Optical Materials Using Different Acceptors Based on Huisgen Cycloaddition Reaction 基于惠斯根环化反应、使用不同受体的高稳定二元交联有机非线性光学材料
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2024-09-18 DOI: 10.1002/cjoc.202400711
Yu Zhang, Weijun Zhang, Shuhui Bo, Wenlong He, Chuying Liu, Jiahai Wang, Fenggang Liu
{"title":"Highly Stable Binary Cross-Linkable Organic Nonlinear Optical Materials Using Different Acceptors Based on Huisgen Cycloaddition Reaction","authors":"Yu Zhang,&nbsp;Weijun Zhang,&nbsp;Shuhui Bo,&nbsp;Wenlong He,&nbsp;Chuying Liu,&nbsp;Jiahai Wang,&nbsp;Fenggang Liu","doi":"10.1002/cjoc.202400711","DOIUrl":"10.1002/cjoc.202400711","url":null,"abstract":"<div>\u0000 \u0000 <p>How to obtain organic electro-optic materials with large electro-optic coefficients, high glass transition temperature, and good optical transparency remains a challenge in this field. To solve this problem, we introduce groups that can undergo Huisgen cycloaddition reactions into the donor and electron bridge of chromophores with large hyperpolarizability using tetrahydroquinoline as the donor. Binary cross-linkable chromophores TLD1-2 with CF<sub>3</sub>-TCF as the acceptor and chromophores TLD3-4 with 5Fph-TCF as the acceptor were synthesized. After poling and crosslinking, the <i>T</i><sub>g</sub> of TLD1/TLD2 and TLD3/TLD4 were raised to 152 and 174 °C, respectively. The electro-optical coefficients of chromophores TLD1/TLD2 and TLD3/TLD4 were as high as 312 pm/V and 287 pm/V, respectively. The long-term alignment stability test showed that after being left at 85 °C for 500 h, the cross-linked film TLD3/TLD4 can still maintain more than 98% of the original electro-optical coefficient value, which is higher than that of TLD1/TLD2 (93%). The chromophore TLD3-4 exhibited much blue-shifted maximum absorption wavelengths (~40 nm) compared to TLD1-2 which was beneficial for reducing optical loss in the device. The combination of high electro-optic coefficient, strong stability, and excellent optical transparency makes the TLD series of binary cross-linked materials very promising for practical high-performance electro-optic devices.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3219-3226"},"PeriodicalIF":5.5,"publicationDate":"2024-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142269925","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}
引用次数: 0
Reduction of Tertiary Carbon Radicals via Asymmetric Hydrogen Atom Transfer (AHAT)† 通过不对称氢原子转移 (AHAT)† 还原叔碳自由基
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2024-09-18 DOI: 10.1002/cjoc.202400296
Xue Han, Chuan He
{"title":"Reduction of Tertiary Carbon Radicals via Asymmetric Hydrogen Atom Transfer (AHAT)†","authors":"Xue Han,&nbsp;Chuan He","doi":"10.1002/cjoc.202400296","DOIUrl":"10.1002/cjoc.202400296","url":null,"abstract":"<div>\u0000 \u0000 <section>\u0000 \u0000 <h3> Comprehensive Summary</h3>\u0000 \u0000 <p>In the past two decades, the development of asymmetric radical reactions has achieved tremendous progress, which has emerged as a powerful tool for the synthesis of chiral molecules in synthetic chemistry. Among the diverse array of radical processes, the transfer of hydrogen atoms to tertiary carbon radicals offers the potential for constructing chiral tertiary carbon centers in a stereoselective fashion. Notwithstanding the challenges associated with the reactive and evanescent nature of radical species, the use of chiral reagents or mediators has enabled the stereocontrol of the asymmetric hydrogen atom transfer (<b>AHAT</b>), which provides novel avenues for advancing the field of asymmetric synthesis.</p>\u0000 \u0000 <p>\u0000 </p>\u0000 </section>\u0000 \u0000 <section>\u0000 \u0000 <h3> Key Scientists</h3>\u0000 \u0000 <p>\u0000 </p>\u0000 </section>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3414-3428"},"PeriodicalIF":5.5,"publicationDate":"2024-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142266906","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}
引用次数: 0
Epitaxially Growing 2D RGB Trichromatic Cocrystal Nanomeshes to Trigger Cross-Modulation White Light Emission 外延生长二维 RGB 三基色共晶体纳米片以触发交叉调制白光发射
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2024-09-18 DOI: 10.1002/cjoc.202400687
Wenyubin Luo, Cheng Zhang, Shan Yang, Lei Ding, Yang Li, Yanqiu Sun, Qichun Zhang
{"title":"Epitaxially Growing 2D RGB Trichromatic Cocrystal Nanomeshes to Trigger Cross-Modulation White Light Emission","authors":"Wenyubin Luo,&nbsp;Cheng Zhang,&nbsp;Shan Yang,&nbsp;Lei Ding,&nbsp;Yang Li,&nbsp;Yanqiu Sun,&nbsp;Qichun Zhang","doi":"10.1002/cjoc.202400687","DOIUrl":"10.1002/cjoc.202400687","url":null,"abstract":"<div>\u0000 \u0000 <p>Considering their oriented crystalline structure and high luminescent efficiency, the exploration of multi-component organic cocrystal systems with tunable supramolecular nanostructures and potential RGB light emission has emerged as a captivating but challenging subject. Here, we propose a straightforward synthetic strategy to precisely govern the assembly, structure and structure-property relationship of organic cocrystals. By employing the single-crystalline template-assisted epitaxial growth (SCT-EG) method, the two-dimensional (2D) highly-aligned cocrystal nanomeshes are firstly developed to afford an exceptional RGB trichromatic system, triggering cross-modulation white light emission (WLE) with remarkable stability and regeneration capacity over six months. The transformation from random 1D microstructures to uniformly-oriented 2D nanomeshes can be attributed to the regulatory competitive intermolecular π-π, CT interactions, and partial H bond interactions among cocrystals. Moreover, the successful construction of 2D RGB trichromatic cocrystal nanomeshes system holds promise to generate full-color display, which can function as multicolor inks for photonic dynamic recognition, information encryption, and decryption.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3379-3386"},"PeriodicalIF":5.5,"publicationDate":"2024-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142266907","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}
引用次数: 0
Decarboxylative and Decarbonylative Borylation of Carboxylic Acids and Their Derivatives† 羧酸及其衍生物的脱羧基和脱羰基硼酸化作用†
IF 5.5 1区 化学
Chinese Journal of Chemistry Pub Date : 2024-09-18 DOI: 10.1002/cjoc.202400616
Xiaoxian Li, Lipeng Wu
{"title":"Decarboxylative and Decarbonylative Borylation of Carboxylic Acids and Their Derivatives†","authors":"Xiaoxian Li,&nbsp;Lipeng Wu","doi":"10.1002/cjoc.202400616","DOIUrl":"10.1002/cjoc.202400616","url":null,"abstract":"<div>\u0000 \u0000 <section>\u0000 \u0000 <h3> Comprehensive Summary</h3>\u0000 \u0000 <p>Boronate esters are highly valued in synthetic and pharmaceutical industries for their versatility in creating C—C and C—X bonds. They also find applications as catalysts in chemical transformations as well as stimuli-responsive materials in materials science. Some alkyl boronates themselves also show promising applications in medicinal chemistry. In the past few decades, chemists have been devoted to developing new methods or new starting materials for synthesizing boronate esters. Carboxylic acids and their derivatives are privileged chemical entities due to their readily availability or natural abundance, structural diversity, and chemical stability. Hence, the transformation of carboxylic acid and their derivatives to alkyl/aryl boronate esters has seen its fast development in the past decade. This review summarized the state-to-art development of decarboxylative and decarbonylative borylation of carboxylic acids and their derivatives to aryl and alkyl boronate esters.</p>\u0000 \u0000 <p>\u0000 </p>\u0000 </section>\u0000 \u0000 <section>\u0000 \u0000 <h3> Key Scientists</h3>\u0000 \u0000 <p>The decarboxylative and decarbonylative borylation of carboxylic acids and their derivatives started only in the past decade. In 2016, the decarbonylative borylation of carboxylic esters and amides was reported by Zhuangzhi Shi and Magnus Reuping's groups. Then, in 2017, studies on the decarboxylative borylation of redox-active esters such as NHPI esters started to receive increasing attention by Aggarwal, Baran, Fu, Glorius, and Li's groups. From 2018 to 2023, large numbers of studies on the decarboxylative and decarbonylative borylation of carboxylic acids and their derivatives using transition-metal-catalyst, organo-catalyst, or under photochemical or electrochemical conditions emerged. Due to space limitations, only pictures of scientists who have contributed more than two works in this area are shown herein.\u0000 </p>\u0000 </section>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3429-3440"},"PeriodicalIF":5.5,"publicationDate":"2024-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142266873","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}
引用次数: 0
Eutypetides A—E, Structurally Intriguing Polyketides Formed by Intramolecular [4+2] Cycloaddition from Marine‐Derived Fungus Eutypella sp. F0219 海洋真菌 Eutypella sp. F0219 分子内[4+2]环加成形成的结构奇特的多酮苷 Eutypetides A-E
IF 5.4 1区 化学
Chinese Journal of Chemistry Pub Date : 2024-09-17 DOI: 10.1002/cjoc.202400716
Zhong‐Ping Jiang, Meng‐Ting Chen, Xiao Xiang, Cong‐Jun Xu, Yong Rao, Hong‐Zhi Du, Wan‐Shan Li, Ling Huang
{"title":"Eutypetides A—E, Structurally Intriguing Polyketides Formed by Intramolecular [4+2] Cycloaddition from Marine‐Derived Fungus Eutypella sp. F0219","authors":"Zhong‐Ping Jiang, Meng‐Ting Chen, Xiao Xiang, Cong‐Jun Xu, Yong Rao, Hong‐Zhi Du, Wan‐Shan Li, Ling Huang","doi":"10.1002/cjoc.202400716","DOIUrl":"https://doi.org/10.1002/cjoc.202400716","url":null,"abstract":"Comprehensive SummaryFour polycyclic ten‐membered lactones possessing unprecedented 10/6/5 tricyclic ring skeleton, named eutypetides A—D (1—4), and an intriguing polyketide containing a hexahydroisobenzofuran‐1(3<jats:italic>H</jats:italic>)‐one motif, named eutypetide E (5) were isolated from the marine‐derived fungus <jats:italic>Eutypella</jats:italic> sp. F0219, together with three new related biosynthetic polyketides eutypetides F—H (6—8). The absolute configurations of 1—5 were unequivocally determined by single‐crystal X‐ray diffraction analyses (Cu Kα), modified Mosher's method and electronic circular dichroism (ECD) calculations. Eutypetides G (7) showed remarkable anti‐inflammatory activity and could reduce the mRNA expression of proinflammatory cytokines IL‐1β, IL‐6, TNF‐α, and iNOS induced by LPS. Most notably, compounds 1—4 were formed biogenetically from 6—7 via the key intramolecular [4+2] cycloaddition, while compound 5 could be constructed biogenetically from 8 through the intramolecular [4+2] cycloaddition. All the above eight polyketides are proposed to originate from a C<jats:sub>10</jats:sub> and a C<jats:sub>6</jats:sub> fatty acid.<jats:inline-graphic xmlns:xlink=\"http://www.w3.org/1999/xlink\" xlink:href=\"graphic/cjoc202400716-gra-0001.png\" xlink:title=\"image\"/>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"49 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2024-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142266875","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}
引用次数: 0
A Dinitrogen Divanadium Complex Supported by a Trisamidophosphine Ligand 三脒膦配体支持的二氮钒络合物
IF 5.4 1区 化学
Chinese Journal of Chemistry Pub Date : 2024-09-16 DOI: 10.1002/cjoc.202400693
Dong-Ping Chen, Yun-Shu Cui, Bo-Han He, Feng Liu, Dan-Dan Zhai, Zhang-Jie Shi
{"title":"A Dinitrogen Divanadium Complex Supported by a Trisamidophosphine Ligand","authors":"Dong-Ping Chen, Yun-Shu Cui, Bo-Han He, Feng Liu, Dan-Dan Zhai, Zhang-Jie Shi","doi":"10.1002/cjoc.202400693","DOIUrl":"https://doi.org/10.1002/cjoc.202400693","url":null,"abstract":"The reaction between tripodal trisamidophosphine ligand H<sub>3</sub>PN<sub>3</sub><sup>Ar</sup> and V(Mes)<sub>3</sub>(THF) (Mes = mesityl) yields the vanadium(III) complex (PN<sub>3</sub><sup>Ar</sup>)V (<b>1</b>) with an open site in the axial position, which could coordinate with THF, pyridine, and NH<sub>3</sub> to form the corresponding adducts (<b>2</b>—<b>4</b>). The vanadium(III) center is redox-active, as demonstrated by cyclic voltammetry methods and chemical oxidation or reduction. Notably, a novel dinitrogen divanadium complex with a bridging N<sub>2</sub> ligand, {K(THF)}<sub>2</sub>{[PN<sub>3</sub><sup>Ar</sup>]V}<sub>2</sub>(<i>μ</i>-N<sub>2</sub>) (<b>6</b>), was synthesized via treatment of <b>1</b> with 1 equivalent of potassium naphthalenide in THF under a N<sub>2</sub> atmosphere. The electronic structures and binding properties of <b>6</b> are evaluated and discussed based on its DFT calculations. Additionally, these vanadium complexes (<b>1</b>, <b>5</b>, <b>6</b>) can serve as catalysts for the conversion of N<sub>2</sub> into N(SiMe<sub>3</sub>)<sub>3</sub> in the presence of reductants and Me<sub>3</sub>SiCl.","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"26 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142266910","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}
引用次数: 0
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