{"title":"Inside Cover Picture","authors":"","doi":"10.1002/cjoc.70077","DOIUrl":"https://doi.org/10.1002/cjoc.70077","url":null,"abstract":"<p>Accurate prediction of chemical reaction performance is crucial for automated chemical synthesis. In this study, a novel multi-modal chemical reaction prediction model is proposed, using graph and textual information, eliminating the need for computationally intensive DFT parameters with capability to handling reactions involving a fluctuating number of molecules. This model outperforms at least 7 generalized methods on 4 datasets, while maintaining chemical interpretability towards atomic and feature importance. Further details are comprehensively discussed in the article by Li <i>et al</i>. on pages 1230—1238.\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 11","pages":"1214"},"PeriodicalIF":5.5,"publicationDate":"2025-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/cjoc.70077","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143897209","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":"Inside Cover Picture","authors":"","doi":"10.1002/cjoc.70062","DOIUrl":"https://doi.org/10.1002/cjoc.70062","url":null,"abstract":"<p>An electrochemical method is developed for the direct decarboxylative phosphorylation of α-amino acids to α-amino phosphonates using continuous-flow electrochemistry. The method eliminates the need for strong oxidants and multi-step processes, offering a straightforward and scalable approach. Key to its success is the establishment of a microenvironment on the anode surface in acidic conditions, facilitating selective decarboxylation and C—P bond formation. More details are discussed in the article by Xu <i>et al</i>. on pages 1167—1172.\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 10","pages":"1098"},"PeriodicalIF":5.5,"publicationDate":"2025-04-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/cjoc.70062","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143836139","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":"Inside Cover Picture","authors":"","doi":"10.1002/cjoc.70033","DOIUrl":"https://doi.org/10.1002/cjoc.70033","url":null,"abstract":"<p>Dimeric cyclotryptamine alkaloids are a large class of structurally intricate and biologically active natural products that have attracted significant attention from synthetic community. Herein, we developed a phosphine-catalyzed divergent <i>γ</i>,<i>γ</i>- and <i>ε</i>,<i>γ</i>-umpolung domino addition of bisoxindoles with allenoates and applied it to the syntheses of calycanthine, chimonanthine and folicanthine. More details are discussed in the article by Wang <i>et al</i>. on pages 995—1000.\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 9","pages":"974"},"PeriodicalIF":5.5,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/cjoc.70033","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143749632","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":"Pyrazino[2,3-f][1,10]phenanthroline Derivatives for Oxygen-Tolerant Dual Photoredox/Copper Catalyzed Atom Transfer Radical Polymerization with Ultra-low Catalyst Dosage","authors":"Wanchao Hu, Bei Liu, Shiyi Li, Changli Lü","doi":"10.1002/cjoc.70019","DOIUrl":"https://doi.org/10.1002/cjoc.70019","url":null,"abstract":"<div>\u0000 \u0000 <p>Substantial progress has been made over recent years in visible light-driven dual photoredox/copper catalyzed atom transfer radical polymerization (photo-ATRP) through the design of photocatalysts (PCs) and the optimization of reaction conditions. However, it remains challenging to achieve efficient photo-ATRP with low loadings of both photocatalyst and copper(II). In this study, two donor-acceptor organic PCs based on pyrazino[2,3-<i>f</i>][1,10]phenanthroline were successfully used to achieve efficient Cu(II)-mediated photo-ATRP. These organic PCs exhibit excellent visible light absorption capabilities and thermally activated delayed fluorescence (TADF) properties. Under blue light irradiation, the PCs facilitated highly efficient and oxygen-tolerant polymerization with an extremely low catalyst loading (50 ppb). This system demonstrated a broad applicability to various monomers, achieving successful polymerization of methacrylates, acrylates, and styrene. Additionally, efficient photo-ATRP on a large scale (250 mL) was achieved, resulting in narrow molecular weight polymers with high monomer conversions and high chain-end fidelity. This work provides an in-depth investigation into the regulatory process of photo-ATRP, offering new insights into the intricate mechanism of oxygen tolerance.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 11","pages":"1315-1324"},"PeriodicalIF":5.5,"publicationDate":"2025-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143897089","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":"Improving Pure Organic Room-Temperature Phosphorescence by Substituent Effect of Thianthrene","authors":"Zhe Feng, Zhiqiang Yang, Shuaiqiang Zhao, Junjie Qian, Shi-Tong Zhang, Haichao Liu, Bing Yang","doi":"10.1002/cjoc.202500024","DOIUrl":"https://doi.org/10.1002/cjoc.202500024","url":null,"abstract":"<div>\u0000 \u0000 <p>To gain insights into the potential of thianthrene (TA), its substituent effects were systematically studied on the room-temperature phosphorescence (RTP) properties, including the electron-donating and electron-withdrawing substituents at 1- and 2-positions of TA, respectively. Both theoretical and experimental investigations show that the 2-position electron-withdrawing substituents greatly enhance RTP performance than the 1-position substituents, while the situation is exactly the opposite for electron-donating substituents. Compared with the 1-position substitution, the 2-position electron-withdrawing substituents induce the higher RTP radiation rate and lower non-radiation rate, in favor of the enhancement of RTP efficiency. Furthermore, the introduction of phenylene into the 2-position substitution greatly suppresses the non-radiation, resulting in the simultaneously improved RTP efficiency and elongated lifetime. Finally, using these RTP materials, the dynamically reversible operations of information (write-read-erase) are realized, as well as the encryption and time-dependent decryption demonstration. This work not only provides a better understanding of structure–property relationship on TA-based RTP materials, but also suggests an intramolecular structural modification strategy to improve the performance of pure organic RTP materials.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 11","pages":"1306-1314"},"PeriodicalIF":5.5,"publicationDate":"2025-03-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143896921","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}
Weihua Wang, Han Zhu, Bo Gu, Yongze Xie, Xinlei Xu, Shu-Lin Liu, Heng Song
{"title":"Polarity Sensitive and H2O2/Lipid Droplets Sequence-Activated Asymmetric Cyanine Probe Achieves Multi-marker Imaging of Atherosclerosis","authors":"Weihua Wang, Han Zhu, Bo Gu, Yongze Xie, Xinlei Xu, Shu-Lin Liu, Heng Song","doi":"10.1002/cjoc.202401274","DOIUrl":"https://doi.org/10.1002/cjoc.202401274","url":null,"abstract":"<div>\u0000 \u0000 <p>Atherosclerosis is a lipoprotein-driven disease. In-depth understanding of pathology and accurate identification are particularly important in clinical assessment and treatment due to the irreversibility of atherosclerotic plaque formation. Atherosclerosis is not only accompanied by lipid droplets accumulation but also closely related to inflammation, which is accompanied by excessive reactive oxygen species (ROS) and changes in microenvironment. However, there is still a lack of a simple and rapid detection platform to simultaneously evaluate multiple indicators of atherosclerosis in multiple channels. In this study, we propose a multicolor imaging probe <b>Cy7P-B</b> for polarity, H<sub>2</sub>O<sub>2</sub> and lipid droplets to evaluate atherosclerotic plaques <i>in vivo</i>. <b>Cy7P-B</b> is sensitive to environmental polarity and can monitor polarity changes by near-infrared ratio. Moreover, <b>Cy7P-B</b> has H<sub>2</sub>O<sub>2</sub>/lipid droplets dual-analyte sequential activation characteristics. Based on the multifunctional properties of <b>Cy7P-B</b>, the classical biomarkers of atherosclerotic plaque, lipid accumulation and up-regulation of oxidative stress are effectively detected in atherosclerotic plaques, and more importantly, the change of aortic polarity in atherosclerosis was detected for the first time. This work provides a general molecular design approach for multi-species imaging of AS, which is helpful for effective cardiovascular disease stewardship.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 11","pages":"1246-1254"},"PeriodicalIF":5.5,"publicationDate":"2025-03-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143896920","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}
Tianhao Lan, Bin Yu, Yutao Liu, Dandong Ning, Chao Zhi, Yang Chen, Lin-Bing Sun, Xili Cui, Jinping Li, Libo Li
{"title":"Self-assembled Metal−Organic Framework Microspheres for Thermodynamic−Kinetic Synergistic Separation of Propylene and Propane†","authors":"Tianhao Lan, Bin Yu, Yutao Liu, Dandong Ning, Chao Zhi, Yang Chen, Lin-Bing Sun, Xili Cui, Jinping Li, Libo Li","doi":"10.1002/cjoc.202500122","DOIUrl":"https://doi.org/10.1002/cjoc.202500122","url":null,"abstract":"<div>\u0000 \u0000 <p>Separating propylene (C<sub>3</sub>H<sub>6</sub>) from propane (C<sub>3</sub>H<sub>8</sub>) is a complex procedure in the petrochemical sector due to the comparable characteristics of the two gases. Herein, we reported the self-assembly phenomenon of NbOFFIVE-1-Ni (KAUST-7) crystals under different synthetic routes. The material features a decreased framework strain energy compared to original KAUST-7 and exhibits completely different adsorption performance, achieving the efficient separation of C<sub>3</sub>H<sub>6</sub>/C<sub>3</sub>H<sub>8</sub> by synergetic effect of equilibrium and kinetics. The C<sub>3</sub>H<sub>6</sub> adsorption capacity was as high as 46.2 cm<sup>3</sup>·g<sup>−1</sup> (298 K, 1 bar), increasing by 53% compared to the original material. The diffusion rates of C<sub>3</sub>H<sub>6</sub> were faster than C<sub>3</sub>H<sub>8</sub> as confirmed by time dependent kinetic adsorption profiles. It concurrently combines an excellent C<sub>3</sub>H<sub>6</sub>/C<sub>3</sub>H<sub>8</sub> uptake ratio of 3.1 and kinetic selectivity (96.5) for C<sub>3</sub>H<sub>6</sub>/C<sub>3</sub>H<sub>8</sub> separation with an equilibrium-kinetic combined selectivity of 42.5. Meanwhile, it can be regenerated easily due to moderate isosteric heat of adsorption (28.7 kJ·mol<sup>−1</sup>). Breakthrough experiment for C<sub>3</sub>H<sub>6</sub>/C<sub>3</sub>H<sub>8</sub> gas mixture was conducted and confirmed the high-purity recovery of C<sub>3</sub>H<sub>6</sub> over C<sub>3</sub>H<sub>8</sub>. Moreover, it exhibited excellent water and moisture stability and can be easily synthesized through stirring at room temperature, which confers them with great potential for industrial application.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 10","pages":"1141-1147"},"PeriodicalIF":5.5,"publicationDate":"2025-03-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143836437","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.70022","DOIUrl":"https://doi.org/10.1002/cjoc.70022","url":null,"abstract":"<p>The rapid and efficient construction of C—C, C—N, and C—O bonds is a prominent research area in organic synthesis. A biomass derived Cu/Chitosan-800 catalyst is prepared for carbenoid insertion reactions to form C—X (X = C, N, O) bond. The substrate scope is well-demonstrated by C—H bond insertion of arenes, heteroarenes, and 1,3-diketones; N—H bond insertion of alkylamines and aromatic amines; and O—H bond insertion of carboxylic acids and diphenylphosphinic acids. Notably, the late-stage functionalization of drug molecules using this approach is also feasible. More details are discussed in the article by Tang <i>et al</i>. on pages 916—924.\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 8","pages":"862"},"PeriodicalIF":5.5,"publicationDate":"2025-03-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/cjoc.70022","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143629763","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":"Tuning Spin Crossover Properties in Hofmann-Type Framework by Guest-Adaptive Deformation","authors":"Kai-Ping Xie, Hai-Ling Wang, Ze-Yu Ruan, Pei-Yu Liao, Guang Yang, Zi-Cheng Xiao, Yi-Fei Deng, Si-Guo Wu, Yan Shi, Ming-Liang Tong","doi":"10.1002/cjoc.202500033","DOIUrl":"https://doi.org/10.1002/cjoc.202500033","url":null,"abstract":"<div>\u0000 \u0000 <p>Three three-dimensional Hofmann-type metal-organic frameworks (MOFs) [Fe(bpn){Ag(CN)<sub>2</sub>}<sub>2</sub>]·Ph<sub>2</sub>S (<b>1·Ph</b><sub><b>2</b></sub><b>S</b>, bpn = 1,4-di(pyridin-4-yl)naphthalene, Ph<sub>2</sub>S = diphenylsulfide), [Fe(bpn){Ag(CN)<sub>2</sub>}<sub>2</sub>]·Ph<sub>2</sub>SO (<b>1·Ph</b><sub><b>2</b></sub><b>SO</b>, Ph<sub>2</sub>SO = diphenylsulfoxide) and [Fe(bpn){Ag(CN)<sub>2</sub>}<sub>2</sub>]·Ph<sub>2</sub>SO<sub>2</sub> (<b>1·Ph</b><sub><b>2</b></sub><b>SO</b><sub><b>2</b></sub>, Ph<sub>2</sub>SO<sub>2</sub> = diphenylsulfone) were synthesized by employing sulfur-containing aromatic guests varying in oxidation states. <b>1·Ph</b><sub><b>2</b></sub><b>S</b> performed a complete four-step spin crossover (SCO) behavior with the sequence of HS↔~LS<sub>1/3</sub>HS<sub>2/3</sub>↔~LS<sub>1/2</sub>HS<sub>1/2</sub>↔ ~LS<sub>2/3</sub>HS<sub>1/3</sub>↔LS, while an incomplete two-step SCO profile with the sequence of HS↔~LS<sub>1/3</sub>HS<sub>2/3</sub>↔~LS<sub>2/3</sub>HS<sub>1/3</sub> and a faint SCO behavior at low temperature for <b>1·Ph</b><sub><b>2</b></sub><b>SO</b> and <b>1·Ph</b><sub><b>2</b></sub><b>SO₂</b>. Photomagnetic experiments indicate the light-induced excited spin-state trapping (LIESST) effect in <b>1·Ph</b><sub><b>2</b></sub><b>S</b> and the bi-directional LIESST effect for <b>1·Ph</b><sub><b>2</b></sub><b>SO</b> and <b>1·Ph</b><sub><b>2</b></sub><b>SO₂</b>. Variable-temperature structural analyses reveal the evolution of host-guest synergy and highlight the mechanism of adaptive deformation of guests mediated by phenyl rotation amid spin transition. As the oxidation state of sulfur-containing guests increases, the host-guest cooperation within the lattice is limited by the steric effect, which stabilizes the high-spin state and consequently diminishes the SCO capability in this system. These results demonstrated herein open a new perspective on host-guest chemistry within SCO frameworks.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 11","pages":"1279-1286"},"PeriodicalIF":5.5,"publicationDate":"2025-03-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143896827","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-Catalyzed Asymmetric Reductive 1,4- and 1,5-Dicarbofunctionalization†","authors":"Yutong Xiang, Chang Zhang, Chuan Wang","doi":"10.1002/cjoc.202500074","DOIUrl":"https://doi.org/10.1002/cjoc.202500074","url":null,"abstract":"<div>\u0000 \u0000 <p>Herein, we present the first examples of asymmetric reductive 1,4-dicarbofunctionalization of 1,3-dienes and 1,5-dicarbofunctionalization of vinylcyclopropanes, which proceed under the catalysis of a chiral nickel/bis-imidazoline complex using alkyl halides and aryl iodides or alkenyl bromides as the electrophilic coupling partners. In these highly enantioselective transformations operating in a radical relay mechanism, the C(sp<sup>3</sup>)- and C(sp<sup>2</sup>)-type carbo-moieties are respectively installed on the terminal and internal position with a newly formed olefinic unit in high <i>E</i>-selectivity.</p>\u0000 <p></p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 11","pages":"1271-1278"},"PeriodicalIF":5.5,"publicationDate":"2025-03-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143896826","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}