Chinese Journal of Chemistry最新文献

{"title":"Nickel-Catalyzed Hydrogenation of Enamides and Quinolines via Photoinduced Hydrogen Atom Transfer","authors":"Zi-Kui Liu,&nbsp;Lan Qin,&nbsp;Yi Wei,&nbsp;Xiao-Qiang Hu,&nbsp;You-Quan Zou","doi":"10.1002/cjoc.70039","DOIUrl":"https://doi.org/10.1002/cjoc.70039","url":null,"abstract":"<div>\u0000 \u0000 <p>Radical hydrogenation facilitated by metal (Fe, Co, Mn, <i>etc</i>.) hydride-mediated hydrogen atom transfer (<i>m</i>HAT) has emerged as a powerful technique in organic synthesis. However, nickel-hydride (NiH) catalyzed radical hydrogenation has remained largely unexplored. Herein, we develop a NiH catalytic system that achieves the hydrogenation of enamides in high efficiency. This strategy stands out for its ability to hydrogenate challenging quinolines at room temperature, avoiding the catalyst poisoning and deactivation by quinolines and their hydrogenation products. Furthermore, the deuteration of alkenes was achieved with high deuteration rates (up to &gt; 99%), underscoring its potential in the synthesis of deuterium-containing molecules.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 14","pages":"1673-1678"},"PeriodicalIF":5.5,"publicationDate":"2025-04-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144292812","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":"Light-Promoted Synthesis of Arylamines from Nitro Compounds and Grignard Reagents","authors":"Chen Yang,&nbsp;Tengfei Kang,&nbsp;Ya-Fei Wan,&nbsp;Tong Sun,&nbsp;Gang Li,&nbsp;Zhang-Jie Shi,&nbsp;Dong Xue","doi":"10.1002/cjoc.70029","DOIUrl":"https://doi.org/10.1002/cjoc.70029","url":null,"abstract":"<div>\u0000 \u0000 <p>Arylamines constitute a fundamental class of organic compounds critical to pharmaceuticals, dyes, and advanced materials. The direct synthesis of arylamines from nitro compounds demonstrates significant advantages in step economy, cost efficiency, and functional group compatibility. However, conventional methodologies frequently necessitate transition metal catalysts or excessive reducing agents, limiting their practical applicability. Herein, we introduce a highly efficient photochemical protocol for the synthesis of arylamines from readily accessible nitro compounds and Grignard reagents under purple light (390—395 nm) irradiation, eliminating the requirement for transition metal catalysts or external reducing agents. This protocol exhibits exceptional tolerance to sterically hindered substrates and sensitive functional groups. Preliminary mechanistic investigations suggest the involvement of nitrosoarenes and diarylamine nitrogen radicals as key intermediates in the reaction pathway.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 14","pages":"1679-1684"},"PeriodicalIF":5.5,"publicationDate":"2025-04-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144292813","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":"Alkoxy Radical-Triggered 1,1,2-Trifunctionalization of Unactivated Alkenes towards N,O-Spiroaminals","authors":"Min Dong,&nbsp;Xi Lu,&nbsp;Sha Yu,&nbsp;Zhongyu Qi,&nbsp;Yuanbo Yuan,&nbsp;Yimou Gong,&nbsp;Siping Wei,&nbsp;Xi Du,&nbsp;Dong Yi","doi":"10.1002/cjoc.70030","DOIUrl":"https://doi.org/10.1002/cjoc.70030","url":null,"abstract":"<div>\u0000 \u0000 <p>N,O-Spiroaminals have potential biological activities and abilities to modulate the physicochemical and pharmacokinetic properties of drug molecules. However, effective catalytic methods for the efficient construction of N,O-spiroaminals are still limited to date. Herein, we report a novel 1,1,2-trifunctionalization of unactivated alkenes to rapidly and efficiently obtain a diverse array of architecturally intriguing N,O-spiroaminals. This methodology exhibits broad substrate scope, good functional group compatibility, and potential synthetic utility by a scale-up reaction, diverse product derivatizations and late-stage functionalization of complex biorelevant molecule. Notably, this transformation selectively allows for the formation of three new chemical bonds (C–O, C–C, and C–N) and one spiro quaternary carbon center across C-C double bonds.</p>\u0000 <p></p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 14","pages":"1657-1663"},"PeriodicalIF":5.5,"publicationDate":"2025-04-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144292810","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":"Constructing Lanthanide-Based Single-Molecule Magnets Assemblies by Octacyanometallate Bridge†","authors":"Dan Liu,&nbsp;Pan-Dong Mao,&nbsp;Liang Zhao,&nbsp;Tao Liu,&nbsp;Yin-Shan Meng","doi":"10.1002/cjoc.70015","DOIUrl":"https://doi.org/10.1002/cjoc.70015","url":null,"abstract":"<div>\u0000 \u0000 \u0000 <section>\u0000 \u0000 <p>In recent years, significant breakthroughs in the enhancement of energy barriers (<i>U</i>_eff) and blocking temperatures (<i>T</i>_B) of lanthanide single-ion magnets (Ln^III-SIMs) have made high-density information storage and high-speed data processing at the molecular level increasingly feasible. As research on Ln^III-SIMs deepens, scholars are reevaluating polynuclear complexes to enhance their multifunctionality. Cyano bridge has emerged as a commonly used strategy for constructing polynuclear complexes. Notably, Ln^III-SMMs based on octacyanometallates exhibit diverse topological structures and magnetic interactions, providing new perspectives for developing ordered supramolecular assemblies and high-dimensional frameworks. Our review provides an exhaustive exploration of octacyanometallate-bridged {Ln^IIIM^IV/V} SMMs (M = Mo, W, and Re). We first systematically analyze existing knowledge of Ln^III-SMM bridging systems to establish a foundation for understanding their structure-property relationship. Subsequently, we categorize these complexes based on their ancillary ligands, offering insights into their functionality and the role of cyano bridges in mediating magnetic interactions between metal ions. Finally, we discuss potential strategies aimed at optimizing structures to further enhance SMM performance and functionality. We anticipate that a deeper comprehension of the magnetic characteristics of cyano-bridged lanthanide complexes will foster the development of functional and application-driven cyano-bridged Ln^III-based molecular systems.</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":"43 13","pages":"1568-1586"},"PeriodicalIF":5.5,"publicationDate":"2025-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144191137","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":"Photocatalyzed Annulation-Biselenylation of Enynone with Diarylselenides toward Biselenium-Substituted 1-Indanones under Metal- and Photosensitizer-Free Conditions","authors":"Hang-Dong Zuo,&nbsp;Hua-Feng Yan,&nbsp;Yu-Ting Wang,&nbsp;Sheng-Hu Yan,&nbsp;Cheng Guo,&nbsp;Yue Zhang,&nbsp;Jia-Yin Wang","doi":"10.1002/cjoc.70018","DOIUrl":"https://doi.org/10.1002/cjoc.70018","url":null,"abstract":"<div>\u0000 \u0000 <p>A practical photocatalytic annulation-biselenylation strategy has been developed for the efficient synthesis of biselenium-substituted 1-indanones (38 examples in total) with generally good yields (up to 95%) and excellent stereoselectivity (&gt;19 : 1 <i>Z</i>/<i>E</i> ratio) by employing enynones and diaryl selenides as starting materials under photosensitizer-free conditions. The reaction mechanism involves a cascade process comprising homolytic cleavage, radical addition, 5-<i>exo</i>-<i>dig</i> cyclization, and radical capture, enabling sequential formation of multiple bonds, such as C(sp³)-Se, C(sp³)-C(sp²), and C(sp²)-Se bonds, to rapidly construct molecular complexity. Notably, this approach demonstrates wide substrate compatibility and excellent tolerability towards various functional groups. It is further characterized by its remarkable efficiency in creating chemical bonds and achieving high atomic utilization of 100%.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 13","pages":"1531-1537"},"PeriodicalIF":5.5,"publicationDate":"2025-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144191183","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":"All-Visible-Light Azobenzene Photoswitches for Controlling Dynamic C—N Bonds†","authors":"Yuanxue You,&nbsp;Ye Yang,&nbsp;Youming Lv,&nbsp;Hebo Ye,&nbsp;Hanwei Lu,&nbsp;Yichao Zeng,&nbsp;Lei You","doi":"10.1002/cjoc.70027","DOIUrl":"https://doi.org/10.1002/cjoc.70027","url":null,"abstract":"<div>\u0000 \u0000 <p>The visible light-driven photoswitches are attracting widespread attention, but it is challenging to leverage their phototriggered structural changes to regulate dynamic bonds, assemblies, and materials. Herein, we incorporated reversible covalent sites of aldehyde ring-chain tautomers into all-visible-light azobenzenes toward a versatile platform for light-controlled formation/exchange of dynamic C—N bonds from secondary amines. The movement of ring-chain equilibrium was attained via manipulating intramolecular multiple hydrogen bonding from <i>E</i>/<i>Z</i> configurational isomers. Such structural regulation further enabled photocontrolled kinetics for the formation and exchange reactions of cyclic hemiaminal ethers from secondary amines exhibiting kinetic rate reversal from <i>E</i>/<i>Z</i> isomers. The varied capability of <i>E</i>/<i>Z</i> configurational isomers in engaging in multiple hydrogen bonds of azo attached carboxylate with ammonium salt accounts for the difference. Moreover, the photoswitching performance of azobenzenes in different solutions was readily regulated by dynamic covalent reactions with amines. The dynamic reactivity control with visible light and associated mechanistic foundation add into the collection of photoswitchable dynamic covalent chemistry and would lay the foundation for subsequent biological and material applications.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 14","pages":"1627-1634"},"PeriodicalIF":5.5,"publicationDate":"2025-04-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144292654","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":"Reversible Control of RNA Guided Nucleic Acid Cleavage Based on the Inverse Electron Demand Diels-Alder Reaction†","authors":"Yunting Zhao,&nbsp;Ming Li,&nbsp;Wei Xiong,&nbsp;Chao Wang,&nbsp;Qianqian Qi,&nbsp;Xingyu Liu,&nbsp;Xiang Zhou,&nbsp;Tian Tian","doi":"10.1002/cjoc.70031","DOIUrl":"https://doi.org/10.1002/cjoc.70031","url":null,"abstract":"<div>\u0000 \u0000 <p>RNA plays a pivotal role in genetic information transmission, gene expression regulation, and key biological processes, making its functional regulation critical. In this study, we introduce an iedDA-based strategy for post-synthetic RNA modification, enabling controlled nucleic acid cleavage via the CRISPR-Cas system. By modifying RNA with <i>trans</i>-cyclooctene (TCO), its function is paused, and reactivation is achieved using the repair agent dimethyl-tetrazine (Me₂Tz), triggering the iedDA reaction. We demonstrate reversible on/off switching of CRISPR-Cas activity <i>in vitro</i> and further validate the strategy's applicability to other RNA systems, highlighting its potential for gene editing in cells.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 14","pages":"1635-1642"},"PeriodicalIF":5.5,"publicationDate":"2025-04-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144292655","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":"Divergent Synthesis of 2-Quinolinones and Indolin-3-ones via Mo-Catalyzed Controllable Carbonyl Deoxygenative Coupling and Formal Deoxygenative N—H Insertion Reactions","authors":"Jia-Sheng Yao,&nbsp;Xiaoxi Su,&nbsp;Yi-Zhe Yu,&nbsp;Jiang-Bin Wu,&nbsp;Shuanglin Qu,&nbsp;Chun-Xiang Zhuo","doi":"10.1002/cjoc.70016","DOIUrl":"https://doi.org/10.1002/cjoc.70016","url":null,"abstract":"<div>\u0000 \u0000 <p>The divergent synthesis of 2-quinolinones and indolin-3-ones through unprecedented Mo-catalyzed controllable carbonyl deoxygenative coupling and formal deoxygenative N—H insertion reactions was reported. By simply changing the molybdenum catalytic conditions, both product categories were produced in generally good yields and with high chemoselectivities from the same starting materials. This strategy was robust, convenient and ready for the rapid construction of diverse product libraries.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 13","pages":"1538-1546"},"PeriodicalIF":5.5,"publicationDate":"2025-04-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144190899","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":"Click Chemistry: Reactions of a Diazomethyl Anion with Unsaturated Bonds†","authors":"Rui Wei,&nbsp;Fengbo Huang,&nbsp;Xiaofang Lan,&nbsp;Qiuming Liang,&nbsp;Liu Leo Liu","doi":"10.1002/cjoc.70026","DOIUrl":"https://doi.org/10.1002/cjoc.70026","url":null,"abstract":"<div>\u0000 \u0000 <p>The reactions of potassium diazaphospholidinyl diazomethylide with phenylacetylene, acetonitrile, adamantyl phosphaalkyne, and styrene promptly form pyrazolide, triazolide, diazaphospholide, and pyrazolinide, respectively. The reaction mechanisms have been studied using DFT calculations. While the reactions with phenylacetylene and styrene proceed via stepwise pathways, those with acetonitrile and adamantyl phosphaalkyne follow concerted pathways. Additionally, the pyrazolide product readily undergoes <i>N</i>-functionalization, yielding methyl pyrazole, germanyl pyrazole, and copper pyrazolide complexes.</p>\u0000 <p></p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 13","pages":"1547-1552"},"PeriodicalIF":5.5,"publicationDate":"2025-04-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144190728","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.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}