Skeletal editing of readily available heterocycles has emerged as a powerful strategy for remodeling organic molecular frameworks, enabling rapid access to diversified complexity. The development of new synthetic routes for the facile construction of medium-sized nitrogen-containing heterocycles is particularly valuable, given their prevalence in pharmaceuticals and bioactive molecules alongside synthetic challenges arising from disfavored transannular strain. Herein, we describe an unprecedented iridium-catalyzed reductive ring-expansion of simple lactams, providing diverse medium-sized N-heterocyclic scaffolds. This protocol enables regioselective two-carbon insertion into pyrrolidines, isoindolinones, and isoquinolinones in a single reaction. The facile synthesis of core structure of Bengamide A in 93% overall yield significantly shortens the route compared to prior methods.
{"title":"Reductive Ring Expansion of Lactams with Azlactones","authors":"Jiahao Bai, Qinglin Wang, Yuquan Xin, Yang Xi, Licheng Wu, Jingping Qu, Yifeng Chen","doi":"10.31635/ccschem.025.202507245","DOIUrl":"https://doi.org/10.31635/ccschem.025.202507245","url":null,"abstract":"Skeletal editing of readily available heterocycles has emerged as a powerful strategy for remodeling organic molecular frameworks, enabling rapid access to diversified complexity. The development of new synthetic routes for the facile construction of medium-sized nitrogen-containing heterocycles is particularly valuable, given their prevalence in pharmaceuticals and bioactive molecules alongside synthetic challenges arising from disfavored transannular strain. Herein, we describe an unprecedented iridium-catalyzed reductive ring-expansion of simple lactams, providing diverse medium-sized N-heterocyclic scaffolds. This protocol enables regioselective two-carbon insertion into pyrrolidines, isoindolinones, and isoquinolinones in a single reaction. The facile synthesis of core structure of Bengamide A in 93% overall yield significantly shortens the route compared to prior methods.","PeriodicalId":9810,"journal":{"name":"CCS Chemistry","volume":"1 1","pages":""},"PeriodicalIF":11.2,"publicationDate":"2026-02-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146146201","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 radical, orthogonal [3+2] cycloaddition reaction was developed between diazo compounds and α-amino acid-derived, redox-active esters. Mechanism studies revealed that natural light efficiently accelerates this reaction by activating the electron donor-acceptor (EDA) complex. N,N-Diisopropylethylamine was identified as a critical participant in the formation of key EDA complexes with redox-active esters. Notably, the reaction occurred under mild conditions with exceptional orthogonality, enabling the precise ligation of diverse drug molecules. As proof of concept, several triazole products were prepared that exhibited potent antitumor activity against human breast cancer cells.
{"title":"Natural Light-accelerated Orthogonal [3+2] Cycloaddition: Reaction Discovery, Mechanism Insights and Application in Drug Discovery","authors":"Liang-Neng Wang, Bing-Feng Wang, Chun-Ying Zhuang, Ji-Chao Huang, Zhihan Zhang, De-Qing Shi, You-Quan Zou, Wen-Jing Xiao, Liang-Qiu Lu","doi":"10.31635/ccschem.025.202506942","DOIUrl":"https://doi.org/10.31635/ccschem.025.202506942","url":null,"abstract":"A radical, orthogonal [3+2] cycloaddition reaction was developed between diazo compounds and α-amino acid-derived, redox-active esters. Mechanism studies revealed that natural light efficiently accelerates this reaction by activating the electron donor-acceptor (EDA) complex. <i>N</i>,<i>N</i>-Diisopropylethylamine was identified as a critical participant in the formation of key EDA complexes with redox-active esters. Notably, the reaction occurred under mild conditions with exceptional orthogonality, enabling the precise ligation of diverse drug molecules. As proof of concept, several triazole products were prepared that exhibited potent antitumor activity against human breast cancer cells.","PeriodicalId":9810,"journal":{"name":"CCS Chemistry","volume":"31 1","pages":""},"PeriodicalIF":11.2,"publicationDate":"2026-02-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146146202","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}
Synthesis of chemicals from upcycling of plastic wastes is of great significance for green and sustainable development, but remains challenges. Herein, we report a novel hydrogenolysis-amination strategy to access N-heterocycles from upcycling polyesters with anilines and H2 over ruthenium-Lewis acid systems under mild conditions. The combination of Ru(acac)3, 1,1,1-tris(diphenylphosphino-methyl)ethane (triphos) and Mg(OTf)2 shows high performance for such transformation, affording a series of N-heterocycles in excellent yields. Mechanistic study indicates that Ru(acac)3 combined with triphos activates H2 to generate active species [Ru(triphos)H2solvent], which results in cleavage of the Cacyl-O bond, further generating two kinds of aldehydes: one derived from dicarboxylic acid segments via hydrogenation and the other from diol segments via dehydrogenation. Mg2+ stabilizes these aldehydes and suppress their over-hydrogenation, and [OTf]⁻ enhances the nucleophilicity of amine nitrogen atom via hydrogen bonding, both of which cooperatively promotes the reaction of aldehyde with amine. Especially, the cation-anion confined catalysis achieves intramolecular cyclization of amino aldehyde intermediate, finally forming N-heterocycle. This work opens the way to produce N-heterocycles from spent polyesters, which may have promising application potentials.
{"title":"Synthesis of N-heterocycles from upcycling of spent polyesters with anilines and H2","authors":"Hui Zhang, Yuepeng Wang, Yanfei Zhao, Yusi Wang, Wei Zeng, Rongxiang Li, Minhao Tang, Xianshuo Zhang, Buxing Han, Zhimin Liu","doi":"10.31635/ccschem.026.202507009","DOIUrl":"https://doi.org/10.31635/ccschem.026.202507009","url":null,"abstract":"Synthesis of chemicals from upcycling of plastic wastes is of great significance for green and sustainable development, but remains challenges. Herein, we report a novel hydrogenolysis-amination strategy to access <i>N</i>-heterocycles from upcycling polyesters with anilines and H<sub>2</sub> over ruthenium-Lewis acid systems under mild conditions. The combination of Ru(acac)<sub>3</sub>, 1,1,1-tris(diphenylphosphino-methyl)ethane (triphos) and Mg(OTf)<sub>2</sub> shows high performance for such transformation, affording a series of <i>N</i>-heterocycles in excellent yields. Mechanistic study indicates that Ru(acac)<sub>3</sub> combined with triphos activates H<sub>2</sub> to generate active species [Ru(triphos)H<sub>2</sub>solvent], which results in cleavage of the C<sub>acyl</sub>-O bond, further generating two kinds of aldehydes: one derived from dicarboxylic acid segments via hydrogenation and the other from diol segments via dehydrogenation. Mg<sup>2+</sup> stabilizes these aldehydes and suppress their over-hydrogenation, and [OTf]⁻ enhances the nucleophilicity of amine nitrogen atom via hydrogen bonding, both of which cooperatively promotes the reaction of aldehyde with amine. Especially, the cation-anion confined catalysis achieves intramolecular cyclization of amino aldehyde intermediate, finally forming <i>N</i>-heterocycle. This work opens the way to produce <i>N</i>-heterocycles from spent polyesters, which may have promising application potentials.","PeriodicalId":9810,"journal":{"name":"CCS Chemistry","volume":"469 1","pages":""},"PeriodicalIF":11.2,"publicationDate":"2026-02-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146129662","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}
Pub Date : 2026-02-01DOI: 10.31635/ccschem.025.202506216
Bohan Li, Zhenguo Zhang, Daniel Paniroi Situmorang, Qian Ning Lim, Yaquan Liang, Yuan Qiao, Teck-Peng Loh
Efficient and selective functionalization of peptides and proteins is essential for advancing chemical biology and therapeutic applications. In this study, we present alkynyl aldehyde as a novel thiol-specific reagent that enables precise and chemoselective targeting of cysteine (Cys) residues. This approach operates in aqueous buffers under mild conditions and is broadly compatible with diverse biomolecules, ranging from small peptides to large proteins, without compromising their structural integrity or function. The incorporation of a versatile aldehyde group within the conjugates opens avenues for further functionalization, including hydrazone and oxime formation, carbon–carbon bond formation, and site-specific biotinylation. Notably, this aldehyde also facilitates proximity-driven conjugation with amine groups, enabling the formation of cyclic biomolecules. Furthermore, the method achieves remarkable stability of the conjugates under biologically relevant conditions. By providing a robust and versatile platform for protein and peptide modification, this study significantly expands the bioconjugation toolkit, offering promising applications in drug discovery, biomaterials development, and therapeutic innovation.
{"title":"Alkynyl Aldehyde: A Thiol-Specific Reagent Carrying a Versatile Formyl Group","authors":"Bohan Li, Zhenguo Zhang, Daniel Paniroi Situmorang, Qian Ning Lim, Yaquan Liang, Yuan Qiao, Teck-Peng Loh","doi":"10.31635/ccschem.025.202506216","DOIUrl":"https://doi.org/10.31635/ccschem.025.202506216","url":null,"abstract":"Efficient and selective functionalization of peptides and proteins is essential for advancing chemical biology and therapeutic applications. In this study, we present alkynyl aldehyde as a novel thiol-specific reagent that enables precise and chemoselective targeting of cysteine (Cys) residues. This approach operates in aqueous buffers under mild conditions and is broadly compatible with diverse biomolecules, ranging from small peptides to large proteins, without compromising their structural integrity or function. The incorporation of a versatile aldehyde group within the conjugates opens avenues for further functionalization, including hydrazone and oxime formation, carbon–carbon bond formation, and site-specific biotinylation. Notably, this aldehyde also facilitates proximity-driven conjugation with amine groups, enabling the formation of cyclic biomolecules. Furthermore, the method achieves remarkable stability of the conjugates under biologically relevant conditions. By providing a robust and versatile platform for protein and peptide modification, this study significantly expands the bioconjugation toolkit, offering promising applications in drug discovery, biomaterials development, and therapeutic innovation.","PeriodicalId":9810,"journal":{"name":"CCS Chemistry","volume":"71 1","pages":"1-12"},"PeriodicalIF":11.2,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146089809","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 cGAS-STING pathway plays a pivotal role in innate immunity and antiviral defense, presenting significant opportunities for cancer therapy. However, nonspecific activation of cyclic GMP-AMP synthase–stimulator of interferon genes (cGAS-STING) signaling via artificial double-stranded DNA (dsDNA) assemblies risks systemic immunotoxicity. To overcome this limitation, we introduce a self-delivered logic-gated entropy-driven catalysis (gEDC) system employing an AND–AND Boolean logic to ensure highly selective cGAS-STING activation within targeted cancer cells, achieving specific cancer cytotoxic effects. This system detects three key cancer biomarkers, EpCAM, MUC1, and Survivin mRNA, to orchestrate a three-step cascade: carrier-free autonomous “entry” into cancer cells, “switching” long mRNAs into short EDC triggers, and isothermal “amplification” into long dsDNA nanoladders as cGAS agonists. The resulting robust activation of the cGAS-STING pathway drives substantial production of pro-inflammatory cytokines and selective cytotoxicity in triple-biomarker-positive cancer cells, while sparing negative cells and reducing off-target immunotoxicity. Our findings provide the first case for intelligent AND–AND logic-gated oncolytic innate immune engineering, establishing a versatile and intelligent platform for cancer-selective immunotherapy.
{"title":"Self-Delivered Boolean Logic DNA Nanoassembly for Precision Activation of cGAS-STING Pathway and Cancer-Selective Cytotoxicity","authors":"Qian Yang, Zhi-Ling Song, Wenjuan Xin, Xinyi Lu, Gao-Chao Fan, Xiliang Luo","doi":"10.31635/ccschem.025.202505810","DOIUrl":"https://doi.org/10.31635/ccschem.025.202505810","url":null,"abstract":"The cGAS-STING pathway plays a pivotal role in innate immunity and antiviral defense, presenting significant opportunities for cancer therapy. However, nonspecific activation of cyclic GMP-AMP synthase–stimulator of interferon genes (cGAS-STING) signaling via artificial double-stranded DNA (dsDNA) assemblies risks systemic immunotoxicity. To overcome this limitation, we introduce a self-delivered logic-gated entropy-driven catalysis (gEDC) system employing an AND–AND Boolean logic to ensure highly selective cGAS-STING activation within targeted cancer cells, achieving specific cancer cytotoxic effects. This system detects three key cancer biomarkers, EpCAM, MUC1, and Survivin mRNA, to orchestrate a three-step cascade: carrier-free autonomous “entry” into cancer cells, “switching” long mRNAs into short EDC triggers, and isothermal “amplification” into long dsDNA nanoladders as cGAS agonists. The resulting robust activation of the cGAS-STING pathway drives substantial production of pro-inflammatory cytokines and selective cytotoxicity in triple-biomarker-positive cancer cells, while sparing negative cells and reducing off-target immunotoxicity. Our findings provide the first case for intelligent AND–AND logic-gated oncolytic innate immune engineering, establishing a versatile and intelligent platform for cancer-selective immunotherapy.","PeriodicalId":9810,"journal":{"name":"CCS Chemistry","volume":"58 1","pages":"1-14"},"PeriodicalIF":11.2,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146089685","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}
Polymerization of aggregation-induced-emission (AIE) nodes into periodic acylhydrazone covalent organic frameworks (COFs) presents a promising pathway to overcome the intrinsic quantum yield limitations of conventional solid-state luminescent COFs. However, the crystallization process is fundamentally hampered by conformational variabilities derived from inherently nonplanar AIE nodes and flexible acylhydrazone bonds with limited bond reversibility. Targeting the synthesis of acylhydrazone COFs constructed from 4′,4‴,4‴,4‴-(ethene-1,1,2,2-tetrayl)tetrakis(([1,1′-biphenyl]-4-carbaldehyde)) (TFBPE) AIE node and following the unsuccessful acquisition of possible two-dimensional COFs, three nonlinear hydrazide linkers bearing a 120° angle are developed to attempt one-dimensional (1D) COFs. Among these, a nonlinear hydrazide linker, designed as C6, effectively induces two noncovalent interactions—N–H⋯F intramolecular hydrogen bonds and zigzag stacking forces—to reinforce conformational locking during polymerization. This dual supramolecular stabilization renders the crystallinity of the resulting TFBPE-F-1D COF relatively insensitive to external synthesis conditions. Importantly, the versatility of this design paradigm is demonstrated through successful extension to six additional tetraaldehyde nodes with varying configurations and reactivities, resulting in a new family of acylhydrazone COFs. Among them, TFBPP-F-1D, TFBPE-F-1D, and BTBAT-F-1D COFs demonstrate excellent luminescent performance with photoluminescence quantum yields of 15%, 52%, and 28%, respectively, and exhibit the ability to emit RGB tricolor luminescence.
聚合诱导发射（AIE）节点聚合成周期性酰基腙共价有机框架（COFs）是克服传统固态发光COFs固有量子产率限制的一种有希望的途径。然而，结晶过程从根本上受到固有的非平面AIE节点和具有有限键可逆性的柔性酰基腙键的构象变化的阻碍。以合成由4′，4′，4′，4′，4′，4′，4′-（乙烯-1,1,2,2-四基）四基（（[1,1′-联苯]-4-乙醛））（TFBPE） AIE节点构建的酰基腙COFs为目标，在获得可能的二维COFs失败后，开发了三种非线性的120°角的酰肼连接剂来尝试一维（1D） COFs。其中，设计为C6的非线性肼连接剂有效地诱导了两种非共价相互作用- n - h⋯F分子内氢键和之字形堆叠力-以加强聚合过程中的构象锁定。这种双重超分子稳定性使得所得的TFBPE-F-1D COF的结晶度对外部合成条件相对不敏感。重要的是，通过成功地扩展到六个具有不同构型和反应性的四醛节点，证明了这种设计范式的多功能性，从而形成了一个新的酰基腙COFs家族。其中，TFBPP-F-1D、TFBPE-F-1D和BTBAT-F-1D COFs表现出优异的发光性能，其光致发光量子产率分别为15%、52%和28%，具有发射RGB三色发光的能力。
{"title":"Leveraging Conformational Locking to Synthesize Acylhydrazone-Linked Covalent Organic Frameworks with Aggregation-Induced-Emission Nodes","authors":"Wenqiang Gao, Ziao Chen, Mingchao Shao, Haojie Huang, Jiaxin Hong, Qingsong Zhang, Yuanding Fang, Wenkang Shi, Jicheng Dong, Yunlong Guo, Jianyi Chen, Yunqi Liu","doi":"10.31635/ccschem.025.202405210","DOIUrl":"https://doi.org/10.31635/ccschem.025.202405210","url":null,"abstract":"Polymerization of aggregation-induced-emission (AIE) nodes into periodic acylhydrazone covalent organic frameworks (COFs) presents a promising pathway to overcome the intrinsic quantum yield limitations of conventional solid-state luminescent COFs. However, the crystallization process is fundamentally hampered by conformational variabilities derived from inherently nonplanar AIE nodes and flexible acylhydrazone bonds with limited bond reversibility. Targeting the synthesis of acylhydrazone COFs constructed from 4′,4‴,4‴,4‴-(ethene-1,1,2,2-tetrayl)tetrakis(([1,1′-biphenyl]-4-carbaldehyde)) (TFBPE) AIE node and following the unsuccessful acquisition of possible two-dimensional COFs, three nonlinear hydrazide linkers bearing a 120° angle are developed to attempt one-dimensional (1D) COFs. Among these, a nonlinear hydrazide linker, designed as <b xmlns:bkstg=\"http://www.atypon.com/backstage-ns\" xmlns:fn=\"http://www.w3.org/2005/xpath-functions\" xmlns:pxje=\"java:com.atypon.frontend.services.impl.PassportXslJavaExtentions\" xmlns:urlutil=\"java:com.atypon.literatum.customization.UrlUtil\" xmlns:xlink=\"http://www.w3.org/1999/xlink\">\u0000<bold>C6</bold></b>, effectively induces two noncovalent interactions—N–H⋯F intramolecular hydrogen bonds and zigzag stacking forces—to reinforce conformational locking during polymerization. This dual supramolecular stabilization renders the crystallinity of the resulting TFBPE-F-1D COF relatively insensitive to external synthesis conditions. Importantly, the versatility of this design paradigm is demonstrated through successful extension to six additional tetraaldehyde nodes with varying configurations and reactivities, resulting in a new family of acylhydrazone COFs. Among them, TFBPP-F-1D, TFBPE-F-1D, and BTBAT-F-1D COFs demonstrate excellent luminescent performance with photoluminescence quantum yields of 15%, 52%, and 28%, respectively, and exhibit the ability to emit RGB tricolor luminescence.","PeriodicalId":9810,"journal":{"name":"CCS Chemistry","volume":"14 1","pages":"1-12"},"PeriodicalIF":11.2,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146089686","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}
Pub Date : 2026-02-01DOI: 10.31635/ccschem.025.202506473
Shuaifeng Wang, Kang Shen, Tao Zhu, Pengfei Hu
Triterpenes bearing vicinal quaternary centers (QCs) are a unique subset of attractive synthetic targets due to their complex polycyclic structure and intriguing bioactivities. Here we report the divergent syntheses of fortunefuroic F and 7,14,22Z,24-mariesatetraen-26,23-olide-3-one, two complex triterpenes featuring a 6-6-6-5 intact tetracyclic skeleton and vicinal QCs at the C13 and C17 positions, from a common intermediate readily prepared through a convergent fragment coupling approach. The five-membered ring fragment was constructed in a catalytic stereoselective manner, with the first QC set through an unprecedented diastereoselective Pd/SI-phos catalyzed enyne cyclization on substrate containing a tetrasubstituted olefin. The 6-6 fused ring building block was synthesized from a readily available chiral starting material through a diastereoselective ene reaction, followed by careful chemoselective functional group manipulation. The union of the two fragments was achieved through a highly chemoselective Stille coupling and 1,2-addition to give a common intermediate. Final diastereoselective hydroboration and functionalization successfully installed the different side chains in the two natural products. The concise and modular nature of this synthetic sequence should facilitate the preparation of other triterpenes and related natural products.
{"title":"Concise, Enantioselective and Convergent Syntheses of Fortunefuroic Acid F and Related Abies Triterpenoids","authors":"Shuaifeng Wang, Kang Shen, Tao Zhu, Pengfei Hu","doi":"10.31635/ccschem.025.202506473","DOIUrl":"https://doi.org/10.31635/ccschem.025.202506473","url":null,"abstract":"Triterpenes bearing vicinal quaternary centers (QCs) are a unique subset of attractive synthetic targets due to their complex polycyclic structure and intriguing bioactivities. Here we report the divergent syntheses of fortunefuroic F and 7,14,22<i>Z</i>,24-mariesatetraen-26,23-olide-3-one, two complex triterpenes featuring a 6-6-6-5 intact tetracyclic skeleton and vicinal QCs at the C13 and C17 positions, from a common intermediate readily prepared through a convergent fragment coupling approach. The five-membered ring fragment was constructed in a catalytic stereoselective manner, with the first QC set through an unprecedented diastereoselective Pd/SI-phos catalyzed enyne cyclization on substrate containing a tetrasubstituted olefin. The 6-6 fused ring building block was synthesized from a readily available chiral starting material through a diastereoselective <i>ene</i> reaction, followed by careful chemoselective functional group manipulation. The union of the two fragments was achieved through a highly chemoselective Stille coupling and 1,2-addition to give a common intermediate. Final diastereoselective hydroboration and functionalization successfully installed the different side chains in the two natural products. The concise and modular nature of this synthetic sequence should facilitate the preparation of other triterpenes and related natural products.","PeriodicalId":9810,"journal":{"name":"CCS Chemistry","volume":"4 1","pages":"1-8"},"PeriodicalIF":11.2,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146089684","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}
Pub Date : 2026-02-01DOI: 10.31635/ccschem.025.202505495
Zhang-Li Cheng, Jie Li, Yue Wang, Hui Wang, Ying-Chun Cheng, Xiao-Chun Fan, Hao Wu, Xin Xiong, Tong-Yuan Zhang, Jia Yu, Jun Ye, Kai Wang, Xiao-Hong Zhang
Organomultiboron compounds with the multiple resonance (MR) effect are distinguished by their high color purity and efficient thermally activated delayed fluorescence characteristics in organic light-emitting diode (OLED) emitters. However, developing solution-processable multiboron materials remains a considerable challenge. This paper proposes an innovative multiorthogonal substitution strategy, integrating bulky mesitylene and fluorene units onto a diboron MR framework in both cis (same side) and trans (opposite sides) configurations, yielding two regioisomers: DBTN-SF1 and DBTN-SF2. The cis-configured DBTN-SF1 suffers from aggregation quenching, marked by spectral redshift and broadening. In contrast, the transconfigured DBTN-SF2 minimizes intermolecular interactions and molecular aggregation while considerably increasing its organic solubility. Furthermore, the high-rigidity skeleton bestows DBTN-SF2 with a photoluminescence quantum yield approaching 100% and a full width at half maximum (FWHM) of merely 16 nm in toluene. Solution-processed OLEDs based on DBTN-SF2 demonstrate an impressive external quantum efficiency (EQE) of 31.4% and a narrow FWHM of 21 nm, representing one of the best results reported for solution-processed OLEDs. Even at a high doping concentration of 8 wt %, the device EQE remains above 20%, with little change to the FWHM. This work offers novel insights for the development of solution-processible high-efficiency and high-color-purity OLED materials.
{"title":"Trans Multiorthogonal Substitution Strategy Enables Multiboron Multiple Resonance-Thermally Activated Delayed Fluorescence Emitter for Solution-Processed Organic Light-Emitting Diodes with Full Width at Half Maximum of 21 nm and 31.4% External Quantum Efficiency","authors":"Zhang-Li Cheng, Jie Li, Yue Wang, Hui Wang, Ying-Chun Cheng, Xiao-Chun Fan, Hao Wu, Xin Xiong, Tong-Yuan Zhang, Jia Yu, Jun Ye, Kai Wang, Xiao-Hong Zhang","doi":"10.31635/ccschem.025.202505495","DOIUrl":"https://doi.org/10.31635/ccschem.025.202505495","url":null,"abstract":"Organomultiboron compounds with the multiple resonance (MR) effect are distinguished by their high color purity and efficient thermally activated delayed fluorescence characteristics in organic light-emitting diode (OLED) emitters. However, developing solution-processable multiboron materials remains a considerable challenge. This paper proposes an innovative multiorthogonal substitution strategy, integrating bulky mesitylene and fluorene units onto a diboron MR framework in both cis (same side) and trans (opposite sides) configurations, yielding two regioisomers: DBTN-SF1 and DBTN-SF2. The cis-configured DBTN-SF1 suffers from aggregation quenching, marked by spectral redshift and broadening. In contrast, the transconfigured DBTN-SF2 minimizes intermolecular interactions and molecular aggregation while considerably increasing its organic solubility. Furthermore, the high-rigidity skeleton bestows DBTN-SF2 with a photoluminescence quantum yield approaching 100% and a full width at half maximum (FWHM) of merely 16 nm in toluene. Solution-processed OLEDs based on DBTN-SF2 demonstrate an impressive external quantum efficiency (EQE) of 31.4% and a narrow FWHM of 21 nm, representing one of the best results reported for solution-processed OLEDs. Even at a high doping concentration of 8 wt %, the device EQE remains above 20%, with little change to the FWHM. This work offers novel insights for the development of solution-processible high-efficiency and high-color-purity OLED materials.","PeriodicalId":9810,"journal":{"name":"CCS Chemistry","volume":"7 1","pages":"1-11"},"PeriodicalIF":11.2,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146089687","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}
Pub Date : 2026-01-30DOI: 10.31635/ccschem.026.202506944
Zhihao Zhao, Zhiwen Yang, Jian Wang, Longtao Ma, Huihua Li & Huang Zhang1Key Laboratory of Engineering Dielectric and Applications (Ministry of Education), School of Electrical and Electronic Engineering, Harbin University of Science and Technology, Harbin 1500802Helmholtz Institute Ulm (HIU), Ulm 890813Karlsruhe Institute of Technology (KIT), Karlsruhe D-760214School of Materials Science and Engineering, Guangdong Provincial Key Laboratory of Advanced Energy Storage Materials, South China University of Technology, Guangzhou 510641
CCS Chemistry, Ahead of Print. Aqueous zinc–iodine (Zn–I2) batteries are promising sustainable energy-storage systems due to the high theoretical capacity and the materials’ abundance. However, their development is hindered by the crucial challenges of polyiodide shuttle, Zn dendrite ...
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