Organic Chemistry Frontiers最新文献_第6页

Photo-induced denitrative alkylation of β-nitrostyrenes with alkanes by using aryltriazenes as HAT reagents 以芳基三氮烯为HAT试剂进行β-硝基苯乙烯与烷烃的光诱导脱硝烷基化反应

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2026-09-17 DOI: 10.1039/d6qo01137c

Bing Liu,Wei Xu,Chenyu Li,Bin Wang,Ziren Chen,Yu Xia,Shaofeng Wu,Chenjiang Liu,Yonghong Zhang

{"title":"Photo-induced denitrative alkylation of β-nitrostyrenes with alkanes by using aryltriazenes as HAT reagents","authors":"Bing Liu,Wei Xu,Chenyu Li,Bin Wang,Ziren Chen,Yu Xia,Shaofeng Wu,Chenjiang Liu,Yonghong Zhang","doi":"10.1039/d6qo01137c","DOIUrl":"https://doi.org/10.1039/d6qo01137c","url":null,"abstract":"Hydrogen atom transfer (HAT) has emerged as an efficient strategy for the selective functionalization of inert C(sp 3 )-H bonds. However, the development of intermolecular HAT processes mediated by aryl radicals remains limited because of the lack of practical and stable aryl radical precursors. Herein, we report a visible-light-induced intermolecular HAT strategy for the denitrative alkylation of β-nitrostyrenes with alkanes by employing bench-stable aryltriazenes as aryl radical precursors. Under metal-free conditions, visible-light irradiation enables the in situ sustained generation of aryl radicals from aryltriazenes, which selectively abstract hydrogen atoms from inactivated alkanes to produce alkyl radicals. Subsequent radical addition to nitroalkenes followed by denitrative elimination furnishes a broad range of alkylated olefins. The protocol features mild reaction conditions, broad substrate scope, scalability, and operational simplicity. Mechanistic studies support the involvement of aryl radical-mediated HAT and a radical addition-denitrative elimination coupling pathway. This work establishes aryltriazenes as practical HAT reagents and expands their synthetic utility in radical chemistry.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"150 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148980734","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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Palladium-catalyzed direct cross-couplings of aryl fluorosulfates with alkyl bromides 钯催化氟磺酸芳基与溴化烷基的直接交联

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2026-09-16 DOI: 10.1039/d6qo00891g

Ying Yan,Jiang-Xin Yin,Jian-Hui Wang,Xue-Qiang Chu,Hao Xu,Xiaocong Zhou,Weidong Rao,Kai Zhao,Zhi-Liang Shen

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Access to multisubstituted -benzenediboronic acids the [2 + 2 + 2] cycloaddition of 1,2-diborylalkyne and diynes: discovery of nucleophile-responsive photoluminescent motifs 1,2-二硼炔和二炔的[2 + 2 + 2]环加成：发现亲核反应的光致发光基元

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2026-09-16 DOI: 10.1039/d6qo00790b

Adiyasuren Byamba,Taichi Yumura,Takeshi Nanjo,Yoshiji Takemoto

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Theoretical study on the mechanism of Pd/Cu cooperatively catalyzed denitrative α-arylation of benzofuran Pd/Cu协同催化苯并呋喃α-芳基化反应机理的理论研究

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2026-09-16 DOI: 10.1039/d6qo00854b

Xiao Xiao,Xiao-Xia You,Xu Liu,Zhong-Min Su,Rong-Lin Zhong

{"title":"Theoretical study on the mechanism of Pd/Cu cooperatively catalyzed denitrative α-arylation of benzofuran","authors":"Xiao Xiao,Xiao-Xia You,Xu Liu,Zhong-Min Su,Rong-Lin Zhong","doi":"10.1039/d6qo00854b","DOIUrl":"https://doi.org/10.1039/d6qo00854b","url":null,"abstract":"The Pd/Cu cooperatively catalyzed direct C–H arylation has been proposed as an efficient strategy for heteroarene conversions while the mechanism of the bimetallic synergy effect and the orthogonality are unclear. In this work, we systematically investigated the Pd/Cu cooperatively catalyzed denitrative α-arylation reaction of benzofurans through DFT calculations. The key active species of both inert C–H and C–NO2 bond activation are systematically disclosed. The results show that CuI(EPhos)(OPiv) is effective for endothermic C–H bond activation of benzofuran to generate the key CuI(EPhos)(benzofuranyl) species, while CuI(EPhos)(Cl) is not effective due to the insufficient thermodynamic driving force for the C–H bond cleavage. In addition, the CuII center adopts a d9 electronic configuration, and the ground state of CuII-complexes is a square-planar tetra-coordination structure that is not favorable for C–H bond activation. On the other hand, Pd0(EPhos) is effective for the inert C–NO2 bond activation because the dπ orbital is at a higher energy level and PdII-complexes tends to form a stronger PdII–NO2 bond while CuI-complexes did not exhibit similar features. The excellent orthogonality of this bimetallic catalytic system is thus clearly disclosed, potentially providing theoretical guidance for further designing multi-component catalyzed reactions.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"21 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148973563","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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Methodological advances in synthesis of perylene diimides imidization: from classical condensation to green strategies 亚胺化合成苝酰亚胺的方法进展：从经典缩合到绿色策略

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2026-09-16 DOI: 10.1039/d6qo00628k

Ruiyang Zhang,Xin Liao,Haocheng Yuan,Jianbin Lin,Hui-Jun Zhang

{"title":"Methodological advances in synthesis of perylene diimides imidization: from classical condensation to green strategies","authors":"Ruiyang Zhang,Xin Liao,Haocheng Yuan,Jianbin Lin,Hui-Jun Zhang","doi":"10.1039/d6qo00628k","DOIUrl":"https://doi.org/10.1039/d6qo00628k","url":null,"abstract":"Perylene-3,4,9,10-tetracarboxylic diimides (PDIs) are among the most important molecular platforms for n-type organic semiconductors. However, the poor solubility and low reactivity of their key precursor, perylene-3,4,9,10-tetracarboxylic dianhydride (PDA), severely limit the efficiency and substrate scope of imidization reactions. Although several excellent reviews have covered PDI derivatization and applications, a comprehensive survey of the imidization methodology itself, the gateway to the entire PDI family, remains absent. This review fills this gap by classifying recent advances into three strategies: classical high-temperature condensation, intermediate modulation, and green synthetic approaches (microwave-assisted, mechanochemical, and hydrothermal). Classical high-temperature condensation proceeds under harsh conditions but offers the best substrate generality. Intermediate modulation enables mild and efficient condensation by increasing the solubility and reactivity of key species. Green synthetic methods achieve efficient and sustainable synthesis through alternative energy inputs and reaction media. The synergistic advancement of these strategies has not only broadened the substrate scope but also opened new avenues for precise synthesis of unsymmetrical and multifunctional PDIs. Importantly, the mechanistic framework and design principles discussed here are also applicable to other aromatic imides, such as naphthalene diimides (NDIs) and larger rylene diimides. In the future, condensation methods that combine mild conditions, high efficiency, and scalability will be key to advancing rylene diimide-based functional materials from the laboratory to practical applications.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"21 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148973535","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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An N–O to N/S atom swapping process in 1,2-oxazine -oxides to access pyrroles and thiophenes 1,2-恶嗪-氧化物中N -o到N/S原子交换过程以获得吡咯和噻吩

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2026-09-16 DOI: 10.1039/d6qo00597g

Tatiana Y. Dvinyaninova,Alexander V. Zhirov,Evgeny V. Pospelov,Ivan S. Golovanov,Alexey Yu. Sukhorukov

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Highly selective copper-catalyzed C–O coupling reaction of aryl bromides with unprotected aminophenols 高选择性铜催化芳基溴与无保护氨基酚的C-O偶联反应

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2026-09-16 DOI: 10.1039/d6qo00771f

Xuming Ben,Xuefeng Gu,Huiming Dai,Wenhao Xu,Chengwen Dong,Jiarui Huang,Zhiyu Cao,Zhibin Huang,Yingsheng Zhao

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Condition-controlled Rh()-catalyzed C–H activation and annulation of 1-aryl-5-aminopyrazoles with CF-imidoyl sulfoxonium ylides for the divergent synthesis of trifluoromethyl-functionalized pyrazole-fused heterocycles 条件控制Rh（）催化C-H活化和1-芳基-5-氨基吡唑与cf -咪酰基亚砜酰脲的环化，用于三氟甲基功能化吡唑融合杂环的歧化合成

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2026-09-16 DOI: 10.1039/d6qo00778c

Jian Chen,Huan Zhou,Zhengkai Chen

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N-Heterocyclic nitrenium-catalyzed photoreductive radical polar crossover of two distinct alkenes n -杂环氮催化两种不同烯烃的光还原自由基极性交叉

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2026-09-16 DOI: 10.1039/d6qo00798h

Kun-Quan Chen,Jia-Qi Zhang,Qiang Liu,You-Feng Han,Xiang-Yu Chen

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A feasible acceptor–donor–donor′–donor–acceptor (A–D–D′–D–A) type hybridized local and charge-transfer emitter for efficient deep-blue electroluminescence 一种可行的受体-供体-供体‘ -供体-受体（A - d - d ’ -D-A）型杂化局部和电荷转移发射器，用于高效的深蓝电致发光

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2026-09-16 DOI: 10.1039/d6qo00432f

Rui Zhang,Ling Peng,Haoyuan Qi,Hao Huang,Shengnan Wang,Yuchao Liu,Junjie Wang,Shian Ying,Shouke Yan

{"title":"A feasible acceptor–donor–donor′–donor–acceptor (A–D–D′–D–A) type hybridized local and charge-transfer emitter for efficient deep-blue electroluminescence","authors":"Rui Zhang,Ling Peng,Haoyuan Qi,Hao Huang,Shengnan Wang,Yuchao Liu,Junjie Wang,Shian Ying,Shouke Yan","doi":"10.1039/d6qo00432f","DOIUrl":"https://doi.org/10.1039/d6qo00432f","url":null,"abstract":"The pursuit of high-performance deep-blue materials is vitally important for high-definition and ultra-high-definition organic light-emitting diode (OLED) displays, due to the limited molecular catalogue. Here, we introduced a feasible acceptor–donor–donor′–donor–acceptor (A–D–D′–D–A) architecture to engineer effective and stable deep-blue hybridized local and charge-transfer emitter TPA-DCNC3, by employing cyanobenzene as the acceptor, propyl-substituted carbazole as the primary donor, and triphenylamine as the secondary donor, respectively. Compared to the acceptor–donor–donor′ type reference molecule TPA-CNC3, the twin-type TPA-DCNC3 not only maintains deep-blue emission with high fluorescence efficiency but also demonstrates superior thermal stability, with a decomposition temperature of 496 °C and a glass transition temperature of 183.3 °C. Compared to the TPA-CNC3-based device with an external quantum efficiency (EQE) of 5.05%, the resulting device based on TPA-DCNC3 achieves a higher EQE of 5.78% with the color coordinates of (0.160, 0.054), due to the multiple high-lying reverse intersystem crossing channels. This study highlights the promising potential of the A–D–D′–D–A molecular architecture for developing efficient deep-blue emitters for OLED applications.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"59 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2026-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148973560","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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