Weijie Yu, Hongjie Zhang, Zhipeng Shen, Lingyun Yang, Jin Luo, Wendong Li, Kuang Zhao, Xiaolong Li, Jiale Xu, Yuan Zhou, Tao Wang
An electroreduction-enabled aryl-to-alkyl radical relay arylation reaction of remote C(sp3)-H bond of 2-iodoalkylarenes is reported. This electrochemical strategy undergoes a 1,5-H transfer process, leading to various arylated products bearing all-carbon quaternary centers under transition-metal and ligand-free conditions. The aryl nitriles serve as both aryl radical precursors and redox mediators in this transformation.
{"title":"Aryl-to-alkyl radical relay arylation reaction of remote C(sp3)-H bond using 1,4-dicyanobenzene as an electrochemical redox-mediator","authors":"Weijie Yu, Hongjie Zhang, Zhipeng Shen, Lingyun Yang, Jin Luo, Wendong Li, Kuang Zhao, Xiaolong Li, Jiale Xu, Yuan Zhou, Tao Wang","doi":"10.1039/d4qo00623b","DOIUrl":"https://doi.org/10.1039/d4qo00623b","url":null,"abstract":"An electroreduction-enabled aryl-to-alkyl radical relay arylation reaction of remote C(sp3)-H bond of 2-iodoalkylarenes is reported. This electrochemical strategy undergoes a 1,5-H transfer process, leading to various arylated products bearing all-carbon quaternary centers under transition-metal and ligand-free conditions. The aryl nitriles serve as both aryl radical precursors and redox mediators in this transformation.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141287185","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}
Yongzhen Pan, Yeming Wang, Swastik Karmakar, Paramasivam Sivaguru and Zhaohong Liu
The direct and selective C–H functionalization of unactivated alkanes has been an outstanding yet challenging goal of modern synthetic chemistry. The C(sp3)–H insertion of metal carbenes has established itself as one of the most powerful methodologies for achieving alkane C–H functionalization, allowing for exquisite regioselectivity and stereoselectivity without resorting to the usage of directing groups. This review highlights the early and recent developments in the C–H functionalization of simple alkanes by carbene insertion into unactivated C(sp3)–H bonds. This review is organized into four sections: metal-catalyzed insertion of acceptor, acceptor/acceptor, donor/acceptor and donor carbenes into the C–H bonds of cycloalkanes and linear alkanes, respectively.
{"title":"Catalytic alkane C–H functionalization by carbene insertion into unactivated C(sp3)–H bonds","authors":"Yongzhen Pan, Yeming Wang, Swastik Karmakar, Paramasivam Sivaguru and Zhaohong Liu","doi":"10.1039/D4QO00606B","DOIUrl":"10.1039/D4QO00606B","url":null,"abstract":"<p >The direct and selective C–H functionalization of unactivated alkanes has been an outstanding yet challenging goal of modern synthetic chemistry. The C(sp<small><sup>3</sup></small>)–H insertion of metal carbenes has established itself as one of the most powerful methodologies for achieving alkane C–H functionalization, allowing for exquisite regioselectivity and stereoselectivity without resorting to the usage of directing groups. This review highlights the early and recent developments in the C–H functionalization of simple alkanes by carbene insertion into unactivated C(sp<small><sup>3</sup></small>)–H bonds. This review is organized into four sections: metal-catalyzed insertion of acceptor, acceptor/acceptor, donor/acceptor and donor carbenes into the C–H bonds of cycloalkanes and linear alkanes, respectively.</p>","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":4.6,"publicationDate":"2024-06-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141287248","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}
Yafia Kousin Mirza, Partha Sarathi Bera, Sachin Mohite, Ajeet Kumar Pandey, Milan Bera
Silanes, a simple and common hydride source, are emphasized for their chemical stability, neat and easy-to-handle and usually not requiring any precautions upon activation by nickel catalysis. Their hydride donor nature, reacted with ligand tailored nickel complex generates reactive Ni-H species, which is normally more prone to facile addition to the π-bond, thus generating the organonickel intermediate, which can undergo variety of sequential cross-coupling reactions. Notably, recent developments have brought to the forefront π-hydrofunctionalization reactions facilitated by Ni-H catalysis. In addition, the exploitation of suitable chiral ligands has paved the way for the realization of asymmetric hydrofunctionalization reactions in the realm of π-bonds. This review aims to provide an in-depth exploration of the latest achievements in C-C and C-heteroatom bond formations through silane mediated hydrofunctionalization catalyzed by nickel hydride. In particular, the NiH/ligand-catalytic system exhibits remarkable reactivity with π-substrates including alkenes, alkynes, and allenes. A thorough mechanistic understanding of these processes offers insights into the trends and future direction in drive innovation in catalyst design, fine tune reaction systems, and development of new cross-coupling reactions with π-substrates.
{"title":"Silanes a Versatile Hydride Source for Ni–H Chemistry: A Promising Tool for π-Hydro Functionalization","authors":"Yafia Kousin Mirza, Partha Sarathi Bera, Sachin Mohite, Ajeet Kumar Pandey, Milan Bera","doi":"10.1039/d4qo00860j","DOIUrl":"https://doi.org/10.1039/d4qo00860j","url":null,"abstract":"Silanes, a simple and common hydride source, are emphasized for their chemical stability, neat and easy-to-handle and usually not requiring any precautions upon activation by nickel catalysis. Their hydride donor nature, reacted with ligand tailored nickel complex generates reactive Ni-H species, which is normally more prone to facile addition to the π-bond, thus generating the organonickel intermediate, which can undergo variety of sequential cross-coupling reactions. Notably, recent developments have brought to the forefront π-hydrofunctionalization reactions facilitated by Ni-H catalysis. In addition, the exploitation of suitable chiral ligands has paved the way for the realization of asymmetric hydrofunctionalization reactions in the realm of π-bonds. This review aims to provide an in-depth exploration of the latest achievements in C-C and C-heteroatom bond formations through silane mediated hydrofunctionalization catalyzed by nickel hydride. In particular, the NiH/ligand-catalytic system exhibits remarkable reactivity with π-substrates including alkenes, alkynes, and allenes. A thorough mechanistic understanding of these processes offers insights into the trends and future direction in drive innovation in catalyst design, fine tune reaction systems, and development of new cross-coupling reactions with π-substrates.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141287250","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}
Zhen-Zhen Xie, Yu Zheng, Zi-Hao Liao, Chu-Ping Yuan, Ming-Zhi Li, Ke-yi Deng, Haoyue Xiang, Kai Chen, Hua Yang
Herein, a practical, mild and convenient strategy was disclosed for the hydrogenation of alkenes under photocatalytic conditions through HAT/protonation process. A combination of experimental and computational studies suggested water was activated by a phosphine radical cation to generate the critical intermediate PR3(OH) radical, which acted as a “free” hydrogen atom to faciliate the initial HAT process.
本文揭示了一种在光催化条件下通过 HAT/质子化过程进行烯烃氢化的实用、温和、便捷的策略。实验和计算研究表明，水被膦自由基阳离子激活，生成临界中间体 PR3(OH)自由基，该自由基作为 "自由 "氢原子促进了最初的 HAT 过程。
{"title":"Photoredox-Catalyzed Hydrogenation of Alkenes Assisted by in situ Generated PPh3(OH) Radical and Acetic Acid","authors":"Zhen-Zhen Xie, Yu Zheng, Zi-Hao Liao, Chu-Ping Yuan, Ming-Zhi Li, Ke-yi Deng, Haoyue Xiang, Kai Chen, Hua Yang","doi":"10.1039/d4qo00661e","DOIUrl":"https://doi.org/10.1039/d4qo00661e","url":null,"abstract":"Herein, a practical, mild and convenient strategy was disclosed for the hydrogenation of alkenes under photocatalytic conditions through HAT/protonation process. A combination of experimental and computational studies suggested water was activated by a phosphine radical cation to generate the critical intermediate PR3(OH) radical, which acted as a “free” hydrogen atom to faciliate the initial HAT process.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141287039","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}
Decarboxylation functionalization of carboxylic acids has evolved to valuable synthetic methods because of the structural diversity of carboxylic acids and their utility in drug discovery as directing groups for C–H activation. Although transition-metal-catalyzed decarboxylation is one of the most common methods, it typically requires complex operations and additives within a limited substrate scope. In this study, we show that the use of a palladium-catalyzed system together with sulfuryl fluoride can readily effect decarboxylative dehydrogenation and decarboxylative cross-coupling of various alkyl and aryl carboxylic acids. Based on mechanistic studies including DFT calculations, a detailed catalytic cycle is presented in which rapid generation of an acyl fluoride from the reaction of SO2F2 with a carboxylic acid is critical for initiating catalysis. The versatility of a new mediator platform has been demonstrated with a diverse range of substrates and applications.
{"title":"An efficient platform for decarboxylative functionalization of carboxylic acids using sulfuryl fluoride: Pd-catalyzed decarboxylative dehydrogenation of alkanecarboxylic acids and decarboxylative cross-coupling of arenecarboxylic acids","authors":"Chenfei Guan, huijie Qi, Linjun Han, Guofu Zhang, Jinghui Lyu, Chengrong Ding","doi":"10.1039/d4qo00428k","DOIUrl":"https://doi.org/10.1039/d4qo00428k","url":null,"abstract":"Decarboxylation functionalization of carboxylic acids has evolved to valuable synthetic methods because of the structural diversity of carboxylic acids and their utility in drug discovery as directing groups for C–H activation. Although transition-metal-catalyzed decarboxylation is one of the most common methods, it typically requires complex operations and additives within a limited substrate scope. In this study, we show that the use of a palladium-catalyzed system together with sulfuryl fluoride can readily effect decarboxylative dehydrogenation and decarboxylative cross-coupling of various alkyl and aryl carboxylic acids. Based on mechanistic studies including DFT calculations, a detailed catalytic cycle is presented in which rapid generation of an acyl fluoride from the reaction of SO2F2 with a carboxylic acid is critical for initiating catalysis. The versatility of a new mediator platform has been demonstrated with a diverse range of substrates and applications.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141264932","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}
The pyridine-boryl radical chemistry has witnessed significant advancements in the last decade, enabling an array of novel synthetic applications. In this context, density functional theory calculations provide a computational mechanistic analysis of the pyridine/B2pin2-mediated cascade synthesis of indolizines. The radical-radical cross-coupling pathway is dissected to be energetically more feasible than the conventionally assumed Minisci-type radical addition route. Furthermore, the computations reveal that a 1,4-O[B] migration step leads to the formation of zwitterionic intermediates, whose cyclization then generates the indolizine scaffolds. H-shuttles, generated from water, alcohol, or amine molecules, are found to play pivotal roles in facilitating the elimination or aromatization processes.
在过去十年中，吡啶-硼自由基化学取得了重大进展，促成了一系列新型合成应用。在此背景下，密度泛函理论计算对吡啶/B2pin2-介导的吲嗪类化合物级联合成进行了计算机理分析。与传统的米尼斯基型自由基加成路线相比，自由基-自由基交叉偶联路线在能量上更为可行。此外，计算显示，1,4-O[B] 迁移步骤会导致形成齐聚物中间体，其环化反应会生成吲嗪类支架。研究发现，由水、醇或胺分子生成的 H 键在促进消除或芳香化过程中发挥了关键作用。
{"title":"Pyridine-Boryl Radical Mediated Cascade Reaction towards the Synthesis of Indolizines: A Computational Mechanistic Analysis","authors":"Zhang Xinyu, Xiangxue Cao, Lanfeng Wei, Zhijun Wang, Yu Wei, Liang Xu, Genping Huang","doi":"10.1039/d4qo00558a","DOIUrl":"https://doi.org/10.1039/d4qo00558a","url":null,"abstract":"The pyridine-boryl radical chemistry has witnessed significant advancements in the last decade, enabling an array of novel synthetic applications. In this context, density functional theory calculations provide a computational mechanistic analysis of the pyridine/B2pin2-mediated cascade synthesis of indolizines. The radical-radical cross-coupling pathway is dissected to be energetically more feasible than the conventionally assumed Minisci-type radical addition route. Furthermore, the computations reveal that a 1,4-O[B] migration step leads to the formation of zwitterionic intermediates, whose cyclization then generates the indolizine scaffolds. H-shuttles, generated from water, alcohol, or amine molecules, are found to play pivotal roles in facilitating the elimination or aromatization processes.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141264883","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}
A novel electrophilic phosphorylmethylating reagent, S-([diethoxyphosphoryl]methyl) dibenzothiophenium salt, has been successfully synthesized with readily available starting materials. This reagent is air- and moisture-tolerant and bench-stable. Interestingly, the reagent exhibited excellent selectivity for the formation of indole C (sp2) - CH2PO(OEt)2 bonds at position C2 with photo-catalyst and position C3 with Cu-catalyst. Moreover, the resulting compounds with CH2PO(OEt)2 could be easily converted into free phosphinic acid, providing a new pathway to prepare complex acid molecules.
{"title":"Selective C2 and C3 Phosphorylmethylation of Indoles with a Phosphorylmethyl Dibenzothiophenium Reagent","authors":"Xiaomin Shi, Hongmei Qu, Yaxing Wu, Fei Wang, Chao Chen","doi":"10.1039/d4qo00611a","DOIUrl":"https://doi.org/10.1039/d4qo00611a","url":null,"abstract":"A novel electrophilic phosphorylmethylating reagent, S-([diethoxyphosphoryl]methyl) dibenzothiophenium salt, has been successfully synthesized with readily available starting materials. This reagent is air- and moisture-tolerant and bench-stable. Interestingly, the reagent exhibited excellent selectivity for the formation of indole C (sp2) - CH2PO(OEt)2 bonds at position C2 with photo-catalyst and position C3 with Cu-catalyst. Moreover, the resulting compounds with CH2PO(OEt)2 could be easily converted into free phosphinic acid, providing a new pathway to prepare complex acid molecules.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141251752","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}
A general approach to densely substituted via [2+2]/[2+3]-cycloaddition between nonstabilized azomethine ylide, alkyne and silyl enol ether was elaborated. This approach not only allowed preparation of novel molecules but also significantly simplified synthesis of the existing ones. 3-Azabicyclo[3.2.0]heptanes which contained polysubstituted cyclobutanes could be obtained in medium to good yield with excellent diastereoselectivity.
{"title":"Synthesis of Polysubstituted Fused Pyrrolidines via [2+2]/[2+3] Cycloaddition of Azomethine Ylides","authors":"Chunyan Ou, Jian Wang, Pingping Yin, Bin Chen, Ping Hu, Bi-Qin Wang, Peng Cao, Minghui Xu","doi":"10.1039/d4qo00483c","DOIUrl":"https://doi.org/10.1039/d4qo00483c","url":null,"abstract":"A general approach to densely substituted via [2+2]/[2+3]-cycloaddition between nonstabilized azomethine ylide, alkyne and silyl enol ether was elaborated. This approach not only allowed preparation of novel molecules but also significantly simplified synthesis of the existing ones. 3-Azabicyclo[3.2.0]heptanes which contained polysubstituted cyclobutanes could be obtained in medium to good yield with excellent diastereoselectivity.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141251566","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}
Dailin Zhuang, Le Cheng, Yichuan Yan, Yuting Tang, Zhenyang Wan, Jiahao Gu, Yuhong Lu, Xinyao Li, Ziyuan Li
A remote activating strategy enabled (RASE) three-component formal metathesis among an alkyl benzyl ether, an alkyl aryl ether and a Bronsted acid is achieved through metal-free domino activation of two C(sp3)-O bonds in alkyl ethers under mild conditions, leading to dealkoxylative C(sp3)-N coupling products in good to excellent yields. Upon in situ generation of the benzyl alkyl ether employed in this smooth metathesis, this chemistry offers an efficient strategy for direct site-selective introduction of pharmaceutically significant monocyclic thiazol-2(3H)-one scaffolds onto specific benzylic sites. A probable mechanism is also provided based on the results of control experiments and DFT calculations.
{"title":"Three-component Formal Metathesis via Remote Activating Strategy Enabled (RASE) Domino Activation of Two C(sp3)-O Bonds in Alkyl Ethers","authors":"Dailin Zhuang, Le Cheng, Yichuan Yan, Yuting Tang, Zhenyang Wan, Jiahao Gu, Yuhong Lu, Xinyao Li, Ziyuan Li","doi":"10.1039/d4qo00740a","DOIUrl":"https://doi.org/10.1039/d4qo00740a","url":null,"abstract":"A remote activating strategy enabled (RASE) three-component formal metathesis among an alkyl benzyl ether, an alkyl aryl ether and a Bronsted acid is achieved through metal-free domino activation of two C(sp3)-O bonds in alkyl ethers under mild conditions, leading to dealkoxylative C(sp3)-N coupling products in good to excellent yields. Upon in situ generation of the benzyl alkyl ether employed in this smooth metathesis, this chemistry offers an efficient strategy for direct site-selective introduction of pharmaceutically significant monocyclic thiazol-2(3H)-one scaffolds onto specific benzylic sites. A probable mechanism is also provided based on the results of control experiments and DFT calculations.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141246258","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}
This study describes a palladium-catalyzed decarboxylative (5 + 5) cyclization reaction of vinyloxazolidine-2,4-diones. The cyclization reaction between aza-π-allylpalladium and oxa-π-allylpalladium intermediates, both in situ generated from vinyloxazolidine-2,4-diones, is successfully realized to produce a series of ten-membered N,O-containing heterocycles in up to 90% yield. This work represents a pioneering application of vinyloxazolidine-2,4-diones as oxa-π-allylpalladium species precursor for the construction of heterocyclic compounds.
{"title":"Palladium-catalyzed decarboxylative (5 + 5) cyclization reaction of vinyloxazolidine-2,4-diones: access to ten-membered N,O-containing heterocycles","authors":"Xiao-Hui Fu, Juan Liao, Zhen-Hua Wang, Zhen-Zhen Ge, Ming-Qiang Zhou, Yong You, Yan-Ping Zhang, Jian-Qiang Zhao, Ji-Hong Lu, Wei-Cheng Yuan","doi":"10.1039/d4qo00609g","DOIUrl":"https://doi.org/10.1039/d4qo00609g","url":null,"abstract":"This study describes a palladium-catalyzed decarboxylative (5 + 5) cyclization reaction of vinyloxazolidine-2,4-diones. The cyclization reaction between aza-π-allylpalladium and oxa-π-allylpalladium intermediates, both in situ generated from vinyloxazolidine-2,4-diones, is successfully realized to produce a series of ten-membered N,O-containing heterocycles in up to 90% yield. This work represents a pioneering application of vinyloxazolidine-2,4-diones as oxa-π-allylpalladium species precursor for the construction of heterocyclic compounds.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":5.4,"publicationDate":"2024-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141246268","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}
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