Chinese Journal of Chemistry最新文献

{"title":"Divergent Synthesis of Four Types of Fused N-Containing Heterocycles via Oxidative Multi-Component Cyclization Reaction","authors":"Xiaoshuang Guo,&nbsp;Maozhong Miao,&nbsp;Peng Zhao,&nbsp;Yongmin Ma","doi":"10.1002/cjoc.202401209","DOIUrl":"https://doi.org/10.1002/cjoc.202401209","url":null,"abstract":"<div>\u0000 \u0000 <p>An atmospheric-oxygen-mediated four-component reaction was developed for the divergent synthesis of pyrazolo[1,5-<i>a</i>]pyrimidine and pyrazolo[3,4-<i>b</i>]pyridine derivatives from readily available alcohols and 3-aminopyrazoles. In this transformation, atmospheric oxygen serves as the green oxidant, promoting alcohols as equivalent aldehydes for the synthesis of four types of <i>N</i>-containing heterocycles (&gt; 40 examples). Remarkably, the transformation features metal-free and molecular diversity.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 9","pages":"1009-1014"},"PeriodicalIF":5.5,"publicationDate":"2025-01-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143749944","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":"Highly Water-Soluble Sulfonatopropoxylated Cucurbit[8]urils as Excipients for Drug Solubilization and Bioavailability Enhancement of Remdesivir","authors":"Jiabin Xing,&nbsp;Yong-Sheng Li,&nbsp;Qihan Lin,&nbsp;Yue-Yang Liu,&nbsp;Qian Li,&nbsp;Qiao-Yan Qi,&nbsp;Hui Wang,&nbsp;Gang Zhao,&nbsp;Jiaheng Zhang,&nbsp;Dan-Wei Zhang,&nbsp;Wei Zhou,&nbsp;Zhan-Ting Li","doi":"10.1002/cjoc.202401253","DOIUrl":"https://doi.org/10.1002/cjoc.202401253","url":null,"abstract":"<div>\u0000 \u0000 <p>A series of sulfonatopropoxylated cucurbit[8]uril derivatives (SPECB8s) with water-solubility ranging from 344 mmol/L to 360 mmol/L have been prepared. One of the derivatives <b>SPE</b>_<b>5.5</b><b>CB8</b> bearing an average of 5.5 sulfonatopropoxy side chains has been revealed to display high biocompatibility, with maximum tolerated dose being as high as 2500 mg/kg for mice. Phase solubility diagram investigations illustrate that <b>SPE</b>_<b>5.5</b><b>CB8</b> can solubilize eighteen poorly soluble drugs and, for fifteen of them including remdesivir, its solubilization efficiency is higher than that of Captisol, the most widely used β-cyclodextrin-derived excipient for drug formulation. Moreover, the improved solubilization for remdesivir, which is formulated by Captisol for clinical use, can lead to important increase of its antiviral activity as compared with Captisol.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 9","pages":"1021-1028"},"PeriodicalIF":5.5,"publicationDate":"2025-01-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143749964","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":"Lantern-Like Diplatinum(III)-Catalyzed Redox-Free Borylation or Silylation of Alkynes","authors":"Chuntao Wang,&nbsp;Xianyang Long,&nbsp;Tongxiang Cao,&nbsp;Shifa Zhu","doi":"10.1002/cjoc.202400896","DOIUrl":"https://doi.org/10.1002/cjoc.202400896","url":null,"abstract":"<div>\u0000 \u0000 <p>Binuclear platinum(III) complexes were known for their high index of antitumor activity and a lower associated nephrotoxicity. However, the chemistry and reactivity of binuclear platinum(III) compounds have not yet been explored to the same extent as those of platinum(II) and platinum(IV) species. Here, we reported the first binuclear platinum-catalyzed hydrosilylation, monoborylation and diboration reaction of alkynes with excellent selectivity and yield. Moreover, the mechanistic investigation by control experiments, kinetic isotope effect (KIE) study, Hammett plots, NMR spectra, UV−vis spectra, and X-ray photoelectron spectroscopy (XPS) analysis reveal that the Pt(III)₂-catalyzed reactions pass through a σ-bond metathesis process rather than the two-electron redox processes of the mononuclear platinum catalysis. Moreover, there are two different rate-determining steps, in which the migratory insertion step dominates the rate of electron deficient substates and σ-bond metathesis process dominates electron rich counterparts, respectively.</p>\u0000 <p></p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 9","pages":"1015-1020"},"PeriodicalIF":5.5,"publicationDate":"2025-01-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143749965","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":"Efficient Photothermal CO Hydrogenation into C2+ Hydrocarbons on in situ Generated Fe0 in Fe5C2 Active Sites via Cu-Promoted Hydrogen Dissociation and Spillover†","authors":"Renjie Zhou,&nbsp;Haoyang Jiang,&nbsp;Yongcheng Xiao,&nbsp;Yueren Liu,&nbsp;Miao Zhong","doi":"10.1002/cjoc.202400905","DOIUrl":"https://doi.org/10.1002/cjoc.202400905","url":null,"abstract":"<div>\u0000 \u0000 <p>Photothermal hydrogenation of carbon monoxide (CO) holds the potential to generate valuable C₂₊ chemicals using renewable solar energy. However, its activity and selectivity towards C₂—C₃ alkanes are limited compared to conventional thermal catalysis. In this study, we developed a robust catalyst consisting of Cu/Fe₃O₄ nanoparticles on Mo₂C<i>T</i>_<i>x</i> MXene, showing enhanced photothermal C₂—C₃ production. The Cu component plays a crucial role in H₂ dissociation and subsequent H spillover, facilitating the <i>in situ</i> generation of Fe⁰ in Fe₅C₂ active sites and thus efficiently promoting photothermal CO hydrogenation. As a result, we achieved a 51.3% C₂₊ selectivity and 78.5% CO conversion at a high gas hourly space velocity (GHSV) of 12000 mL·g_cat⁻¹·h⁻¹ and 2.5 MPa in a flow reactor at 320 °C. The overall C₂—C₃ yield reached 23.6% with Cu/Fe₃O₄/Mo₂C<i>T</i>_<i>x</i> catalysts, marking a 2.8-fold increase compared to the performance of the bare Fe₃O₄/Mo₂C<i>T</i>_<i>x</i> catalyst.\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 7","pages":"791-797"},"PeriodicalIF":5.5,"publicationDate":"2025-01-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143521817","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":"Well-Controlled Block-Type Cyclic Olefin Copolymers with High Heat Resistance, Outstanding Strength and Low-Temperature Toughness","authors":"Dong Huang,&nbsp;Jin Li,&nbsp;Xu Lu,&nbsp;Kunyu Zhang,&nbsp;Fei Wang,&nbsp;Di Wu,&nbsp;Yafei Wang,&nbsp;Li Pan,&nbsp;Yang Li,&nbsp;Yuesheng Li","doi":"10.1002/cjoc.202401144","DOIUrl":"https://doi.org/10.1002/cjoc.202401144","url":null,"abstract":"<div>\u0000 \u0000 <p>As an important class of transparent polyolefins, cyclic olefin copolymers (COCs) exhibit a wide range of properties, from soft (low cyclic unit content in a random copolymer) to hard (high cyclic unit content in a random copolymer) thermoplastics. A higher cyclic unit content in a random copolymer results in increased rigidity and heat resistance, but at the expense of material toughness, especially under low temperature. To achieve a trade-off, block-type COCs composed of well-defined hard-soft and hard-soft-hard segments with high molecular weights (<i>M</i>_n &gt; 200 kDa) and relatively narrow molecular weight distributions (<i>M</i>_w/<i>M</i>_n &lt; 1.42) were prepared via quasi-living copolymerization. Compared to random copolymers, di-block COCs retained satisfactory heat resistance and optical transparency and exhibited superior tensile properties (tensile strength: 56.2 MPa, elongation at break: 254.4%), while tri-block COCs with the same hard-soft segments and an additional hard segment exhibited even better tensile properties, achieving a tensile strength of 67.3 MPa, elongation at break of 286.9%, all while maintaining high optical transmittance (&gt; 90%). Even at temperatures below 0 °C, the tri-block copolymers EN₅₂-<i>b</i>-EN₁₉-<i>b</i>-EN₄₆ demonstrated a satisfactory tensile strength (&gt; 64.0 MPa) and elongation at break (&gt; 65.6%), highlighting the advantages of the alternating hard-soft segment structural design in COCs.</p>\u0000 <p></p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 9","pages":"983-994"},"PeriodicalIF":5.5,"publicationDate":"2025-01-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143749929","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":"Artemisieverolides A—G, Sesquiterpenoid Trimers from Artemisia sieversiana and Their Antihepatic Fibrosis Activity","authors":"Yan-Mei Weng,&nbsp;Tian-Ze Li,&nbsp;Xiao-Yan Huang,&nbsp;Qi-Hao Li,&nbsp;Rong-Kai Chen,&nbsp;Ji-Jun Chen","doi":"10.1002/cjoc.202401216","DOIUrl":"https://doi.org/10.1002/cjoc.202401216","url":null,"abstract":"<div>\u0000 \u0000 <p>Artemisieverolides A—G (<b>1</b>—<b>7</b>), seven unreported sesquiterpenoid trimers, were isolated from <i>Artemisia sieversiana</i> (Asteraceae), and elucidated by comprehensive spectral data and electronic circular dichroism (ECD) calculations. Compounds <b>1</b>, <b>2</b>, <b>4</b> and <b>6</b> were unambiguously determined by the single-crystal X-ray diffraction. Artemisieverolide A (<b>1</b>) was an unprecedented guaianolide sesquiterpenoid trimer featuring a rare 5/7/4/7/5 carbon skeleton biogenetically derived from [2+2] cycloaddition and a 2-methylbicyclo[2.2.1]-2-heptene ring through a Diels-Alder (D-A) reaction. Artemisieverolides B—G (<b>2</b>—<b>7</b>) were guaianolide sesquiterpenoid trimers generated by two D-A reactions. Compounds <b>3</b>, <b>4</b>, and <b>5</b> exhibited inhibitory activities on the proliferation of HSC-LX-2 with the IC₅₀ values of 52.6, 58.4, and 54.8 μmol/L, and were about 3 folds more active than silybin (IC₅₀ = 149.4 μmol/L). Furthermore, compounds <b>2</b> and <b>7</b> suppressed the expression of collagen I in TGF-β1-stimulated HSC-LX-2.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 8","pages":"931-942"},"PeriodicalIF":5.5,"publicationDate":"2025-01-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143629901","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":"Synthesis of Imidazole Adducts of BH3, BF3, and B3H7 and Comparison of Their Nucleophilic Substitution Reaction Activity","authors":"Jia-Rui Chang,&nbsp;Lei Cao,&nbsp;Sihan Jia,&nbsp;Fei Fang,&nbsp;Zi-Heng Fan,&nbsp;Qiao-Jing Pan,&nbsp;Yan-Na Ma,&nbsp;Xuenian Chen","doi":"10.1002/cjoc.202401190","DOIUrl":"https://doi.org/10.1002/cjoc.202401190","url":null,"abstract":"<div>\u0000 \u0000 <p><i>N</i>-Methylimidazole borane adducts were synthesized and their reactivities with different electrophiles after deprotonation were compared. Subsequently, we used the more stable and reactive imidazole adducts with B₃H₇, a multinuclear borane, to generate various C2, C2 benzyl, and C2,5-disubstituted imidazole adducts of B₃H₇ under mild reaction conditions. Some 2,5-disubstituted imidazole products are usually difficult to synthesize directly from imidazole molecules. Furthermore, the borane moiety of these adducts can be easily removed to obtain the corresponding imidazoles. The higher reactivity of the imidazole adducts of B₃H₇ compared to their corresponding imidazoles may be attributed to the σ-aromaticity of B₃H₇ or mediated by double hydrogen bonds.\u0000\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 8","pages":"925-930"},"PeriodicalIF":5.5,"publicationDate":"2025-01-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143629801","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":"Functional Guest in Metal-Organic Frameworks†","authors":"Zongsu Han,&nbsp;Wenhao Huang,&nbsp;Peng Cheng,&nbsp;Wei Shi","doi":"10.1002/cjoc.202401056","DOIUrl":"https://doi.org/10.1002/cjoc.202401056","url":null,"abstract":"<div>\u0000 \u0000 <section>\u0000 \u0000 <h3> Comprehensive Summary</h3>\u0000 \u0000 <p>Metal-organic frameworks (MOFs) contain ordered metal nodes, organic linkers, and guest species, which generally determine their properties respectively and/or synergistically. Guest species play a crucial role in maintaining charge balance and structural stability of MOFs. In addition to metal nodes and organic linkers, the type and distribution of guests can significantly influence the properties of MOFs, such as optics, magnetism, chirality, and catalysis. Understanding the role of guests to the properties of MOFs remains great challenge due to the complex chemical and electronic structures of MOFs. Recently, progresses on guest-dependent properties of MOFs have been reported, which not only advanced our knowledge of host-guest interactions and energy transfer mechanisms but also led to intriguing applications such as luminescent sensors, tunable magnetic materials, enantioselective materials, and catalysts. Crucially, the interactions between the host and guest can be finely tuned by altering the type and amount of guests without changing the core framework, allowing for precise regulation of targeted properties. In this review, we will explore how guest-induced variations impact the optic, magnetic, chiral, and catalytic properties of MOFs, followed by an examination of the synergistic effects between hosts and guests, which is highly important for the development of advanced functional materials.</p>\u0000 \u0000 <p>\u0000 </p>\u0000 </section>\u0000 \u0000 <section>\u0000 \u0000 <h3> Key Scientists</h3>\u0000 \u0000 <p>Plenty of outstanding scientists have reported a great number of MOFs with their interesting properties. Diverse regulation and modification strategies have been developed towards the metal centers, the organic linkers, and the functional guests according to the binding modes and host-guest interactions, to bring or enhance certain properties of MOFs. Guests in the pores of MOFs are crucial part for their properties based on the guest-induced properties or the synergistic effects between the hosts and guests, which has been greatly developed by their continuous industrious works.</p>\u0000 \u0000 <p>\u0000 </p>\u0000 \u0000 <p><i>Stories to be Continued …</i></p>\u0000 </section>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 8","pages":"956-966"},"PeriodicalIF":5.5,"publicationDate":"2025-01-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143629802","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":"Phosphine-Catalyzed Divergent γ,γ- and ε,γ-Umpolung Domino Additions of Bisoxindoles with Allenoates: Construction of Vicinal All-Carbon Quaternary Stereocenters and Formal Total Synthesis of Dimeric Cyclotryptamine Alkaloids","authors":"Yufei Zhang,&nbsp;Jing Chen,&nbsp;Hui Yao,&nbsp;Yuanbin Wang,&nbsp;Hongyu Liu,&nbsp;Long Wang,&nbsp;Nianyu Huang,&nbsp;Nengzhong Wang","doi":"10.1002/cjoc.202401240","DOIUrl":"https://doi.org/10.1002/cjoc.202401240","url":null,"abstract":"<div>\u0000 \u0000 <p>Vicinal all-carbon quaternary stereocenters are widely present in natural products and bioactive molecules. However, the construction of such motif in one step from readily available starting materials remains a significant challenge. Herein, we report a phosphine-catalyzed divergent γ,γ- and ε,γ-umpolung domino addition of bisoxindoles with allenoates. This method serves as a practical tool for the concise synthesis of a series of bisoxindole derivatives bearing sterically hindered vicinal all-carbon quaternary stereocenters under mild reaction conditions. The applicability of this novel method was demonstrated with the gram-scale synthesis of three known advanced intermediates for the total syntheses of calycanthine, chimonanthine and folicanthine.\u0000\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 9","pages":"995-1000"},"PeriodicalIF":5.5,"publicationDate":"2025-01-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143749915","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":"Efficient Assembly of Cyclohexane-Tethered Bispirooxindoles via Carboanion Relay Enabled [1 + 2 + 2 + 1] Annulation","authors":"Zi-Yi Yuan,&nbsp;Zi-Xia Zheng,&nbsp;Xiao-Qiang Hu,&nbsp;Feng-Cheng Jia","doi":"10.1002/cjoc.202401083","DOIUrl":"https://doi.org/10.1002/cjoc.202401083","url":null,"abstract":"<div>\u0000 \u0000 <p>A novel carboanion relay enabled [1 + 2 + 2 + 1] cascade cyclization reaction utilizing rarely used isatin-derived <i>β</i>-silylcarbinols and aryl methyl ketones as readily available starting materials has been developed, endowing a powerful platform for the streamline synthesis of cyclohexane-tethered bispirooxindoles in decent yields with high diastereoselectivities. This protocol was realized by merging triple Michael additions and C—C bond cleavage using Cs₂CO₃ as a robust promotor under transition metal-free conditions. The practicability of this method is demonstrated by its simple operation, broad substrate scope as well as easy scale-up.\u0000\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 8","pages":"943-948"},"PeriodicalIF":5.5,"publicationDate":"2025-01-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143629931","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}