Zifeng Guo, Pengxue Ji, Shengnan Yang, Zhiyuan Li, Yongbo Yu, Jingming Jia, Anhua Wang
This study reports the isolation and structural characterization of 17 PPAPs from G. yunnanensis, including the novel Garynthone A (1) featuring an unprecedented 5-oxapentacyclo [7,3,1,14,7,16,11,01,6] pentadecane skeleton, along with eight previously undescribed PPAPs (2–9). NMR data analysis, coupling constants analysis, quantum calculations, modified mosher's method, X-ray single-crystal crystallography, ECD spectra, computer-assisted structure elucidation (CASE), and DP5/DP4 probability analyses were employed to characterize their structures and revise the structure of garcoblone E (10). Compounds (+)-2, 3, (+)-4, 5, (±)-6, (±)-7, 9, 14, 16, and 17 exhibited moderate inhibition of T-cell proliferation, with IC50 values ranging from 2.02 to 19.41 μM.
{"title":"Garynthone A–I, PPAPs with diverse skeletons isolated from Garcinia yunnanensis and their immunosuppressive activity","authors":"Zifeng Guo, Pengxue Ji, Shengnan Yang, Zhiyuan Li, Yongbo Yu, Jingming Jia, Anhua Wang","doi":"10.1039/d5qo00414d","DOIUrl":"https://doi.org/10.1039/d5qo00414d","url":null,"abstract":"This study reports the isolation and structural characterization of 17 PPAPs from <em>G. yunnanensis</em>, including the novel Garynthone A (<strong>1</strong>) featuring an unprecedented 5-oxapentacyclo [7,3,1,1<small><sup>4,7</sup></small>,1<small><sup>6,11</sup></small>,0<small><sup>1,6</sup></small>] pentadecane skeleton, along with eight previously undescribed PPAPs (<strong>2–9</strong>). NMR data analysis, coupling constants analysis, quantum calculations, modified mosher's method, X-ray single-crystal crystallography, ECD spectra, computer-assisted structure elucidation (CASE), and DP5/DP4 probability analyses were employed to characterize their structures and revise the structure of garcoblone E (<strong>10</strong>). Compounds (+)-<strong>2</strong>, <strong>3</strong>, (+)-<strong>4</strong>, <strong>5</strong>, (±)-<strong>6</strong>, (±)-<strong>7</strong>, <strong>9</strong>, <strong>14</strong>, <strong>16</strong>, and <strong>17</strong> exhibited moderate inhibition of T-cell proliferation, with IC<small><sub>50</sub></small> values ranging from 2.02 to 19.41 μM.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"27 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143775781","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}
In comparison to the notable recent progress in the derivatization of sulfoximines via directed C–H activation, the C–H activation/functionalization of sulfondiimines is underdeveloped. Here, we report C–H amidation/cyclization reactions of sulfondiimines with dioxazolones catalyzed by the combination of a cobalt(III) catalyst and a pseudo C2-symmetric chiral carboxylic acid, leading to the formation of unprecedented 1,2,4-benzothiadiazine-1-imine structures in high enantioselectivity.
{"title":"Enantioselective C–H Amidation of Sulfondiimines for the Synthesis of 1,2,4-Benzothiadiazine-1-Imines under Cobalt Catalysis","authors":"Ayami Murata, Tomonori Endo, Yuki Hirata, Kosuke Higashida, Tatsuhiko Yoshino, Shigeki Matsunaga","doi":"10.1039/d5qo00355e","DOIUrl":"https://doi.org/10.1039/d5qo00355e","url":null,"abstract":"In comparison to the notable recent progress in the derivatization of sulfoximines via directed C–H activation, the C–H activation/functionalization of sulfondiimines is underdeveloped. Here, we report C–H amidation/cyclization reactions of sulfondiimines with dioxazolones catalyzed by the combination of a cobalt(III) catalyst and a pseudo C2-symmetric chiral carboxylic acid, leading to the formation of unprecedented 1,2,4-benzothiadiazine-1-imine structures in high enantioselectivity.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"29 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143775780","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 visible-light-induced, energy-transfer mechanism for O2-initiated deboronative generation of alkyl radical approaches from alkylboronic acids and guided to a Smiles rearrangement reaction has been developed. This protocol utilizes tetracoordinate boron (AQDAB) as an energy transfer photosensitizer and features mild conditions, a broad substrate scope, and excellent functional group compatibility, providing a facile method for synthesizing all-carbon quaternary center amide compounds.
{"title":"Photo-induced energy transfer mediated O2-initiated deboronative generation of alkyl radicals from alkyl boronic acids and its application in radical Smiles rearrangement","authors":"Jinpeng Wu, Yongsheng Tian, Xue Zhao, Shuai Liu, Liang Xu, Huanhuan Song","doi":"10.1039/d5qo00323g","DOIUrl":"https://doi.org/10.1039/d5qo00323g","url":null,"abstract":"A visible-light-induced, energy-transfer mechanism for O2-initiated deboronative generation of alkyl radical approaches from alkylboronic acids and guided to a Smiles rearrangement reaction has been developed. This protocol utilizes tetracoordinate boron (AQDAB) as an energy transfer photosensitizer and features mild conditions, a broad substrate scope, and excellent functional group compatibility, providing a facile method for synthesizing all-carbon quaternary center amide compounds.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"141 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143775777","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}
Wei-Fang Su, Ni-Ping Li, Rui-Qin Cui, Fen Liu, Mu Chen, Xin-Yue Wu, Min-Jing Cheng, Jia-Qing Cao, Wei Huang, Xiaoqi Zhang, Wen-Cai Ye, Lei Wang
Thrysaxinones A–F (1–6), six new phloroglucinol-terpenoid adducts (PTAs), were isolated from Thryptomene saxicola. Their structures and absolute configurations were elucidated by extensive spectroscopic analysis, X-ray crystallography, and quantum chemical calculations. Compounds 1–3 represent unprecedented PTAs with gorgonane- or oplopane-type sesquiterpenoid moieties, respectively. Notably, compound 1 features an unusual 11-oxa-tricyclo[6.2.1.04,9]undecane core. Compound 4 is a unique PTA with new carbon skeleton formed by acylphloroglucinol unit coupled with bicyclogermacrane-type sesquiterpenoid moiety. The plausible biogenetic pathways for compounds 1–6 were proposed. Moreover, compounds 1, 2, 5, and 6 exhibited significant antibacterial activities against clinical methicillin-resistant Staphylococcus aureus (MRSA) strains. Compound 1, the most potent one, could rapidly and effectively eradicate bacteria by inducing hyperpolarization and disrupting cell membrane integrity.
{"title":"Thrysaxinones A−F: antibacterial phloroglucinol−terpenoid adducts from Thryptomene saxicola","authors":"Wei-Fang Su, Ni-Ping Li, Rui-Qin Cui, Fen Liu, Mu Chen, Xin-Yue Wu, Min-Jing Cheng, Jia-Qing Cao, Wei Huang, Xiaoqi Zhang, Wen-Cai Ye, Lei Wang","doi":"10.1039/d5qo00172b","DOIUrl":"https://doi.org/10.1039/d5qo00172b","url":null,"abstract":"Thrysaxinones A–F (1–6), six new phloroglucinol-terpenoid adducts (PTAs), were isolated from Thryptomene saxicola. Their structures and absolute configurations were elucidated by extensive spectroscopic analysis, X-ray crystallography, and quantum chemical calculations. Compounds 1–3 represent unprecedented PTAs with gorgonane- or oplopane-type sesquiterpenoid moieties, respectively. Notably, compound 1 features an unusual 11-oxa-tricyclo[6.2.1.04,9]undecane core. Compound 4 is a unique PTA with new carbon skeleton formed by acylphloroglucinol unit coupled with bicyclogermacrane-type sesquiterpenoid moiety. The plausible biogenetic pathways for compounds 1–6 were proposed. Moreover, compounds 1, 2, 5, and 6 exhibited significant antibacterial activities against clinical methicillin-resistant Staphylococcus aureus (MRSA) strains. Compound 1, the most potent one, could rapidly and effectively eradicate bacteria by inducing hyperpolarization and disrupting cell membrane integrity.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"183 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143767063","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}
In contrast to the well-established 1,2-dihalogenation, the development of strategy for the synthesis of 1,3-dihalides from feedstock alkenes and elemental halogens under mild conditions remains a challenging and is highly desirable. In the present study, we report a CF3CHN2-extended 1,3-diiodination with alkyl/aryl alkenes through interrupted alkene diiodination with carbon atom insertion under visible light. This practical, convenient and eco-friendly protocol enables the rapid synthesis of a diverse array of valuable trifuloromethylated 1,3-diiodides with step and atom economy. The versatile transformations of the products highlight the appeal and utility of this method as a powerful platform for the diverse synthesis of CF3-containing compounds.
{"title":"Light induced interrupted alkene diiodination with carbon atom insertion: Access to trifluoromethylated 1,3-diiodoalkanes†","authors":"Tengfei Pang, Yu Yan, Jianjian Huang, Fangrui Zhong, Guojiao Wu","doi":"10.1039/d5qo00358j","DOIUrl":"https://doi.org/10.1039/d5qo00358j","url":null,"abstract":"In contrast to the well-established 1,2-dihalogenation, the development of strategy for the synthesis of 1,3-dihalides from feedstock alkenes and elemental halogens under mild conditions remains a challenging and is highly desirable. In the present study, we report a CF<small><sub>3</sub></small>CHN<small><sub>2</sub></small>-extended 1,3-diiodination with alkyl/aryl alkenes through interrupted alkene diiodination with carbon atom insertion under visible light. This practical, convenient and eco-friendly protocol enables the rapid synthesis of a diverse array of valuable trifuloromethylated 1,3-diiodides with step and atom economy. The versatile transformations of the products highlight the appeal and utility of this method as a powerful platform for the diverse synthesis of CF<small><sub>3</sub></small>-containing compounds.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"80 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143775856","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 strategy to obtain 1,2-alkenyl ketone products by radical relay coupling is proposed. We report that the ketyl radical produced by the single electron reduction of acyl azolium mediated by NHCs is a good coupling partner of alkenyl radicals, and the imidazole ions generated in this process directly activate alkylboronic acids to form alkyl radicals. This transformation mode is carried out under mild conditions and shows an excellent range of substrate applications.
{"title":"NHC and photoredox co-catalyzed 1,4-alkylcarbonylation of 1,3-enynes","authors":"Zhaoyang Zhang, Jia-Yi Yang, Shihao Li, Xiao-Xuan Li, Yi-Si Feng","doi":"10.1039/d4qo02311k","DOIUrl":"https://doi.org/10.1039/d4qo02311k","url":null,"abstract":"A strategy to obtain 1,2-alkenyl ketone products by radical relay coupling is proposed. We report that the ketyl radical produced by the single electron reduction of acyl azolium mediated by NHCs is a good coupling partner of alkenyl radicals, and the imidazole ions generated in this process directly activate alkylboronic acids to form alkyl radicals. This transformation mode is carried out under mild conditions and shows an excellent range of substrate applications.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"34 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143766943","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}
Chiroptical switches combine molecular switches and chiral signaling modulation, and controllable multiresponsive and multistate chiroptical switching remains challenging. Herein we reported azoquinoline based chiroptical switches with multistimuli responsiveness and multimode regulation by taking advantage of reversible coordination bonding and dynamic covalent bonding. The introduction of a chiral amine combined with structural rigidification imposed by metal chelation enabled facile creation of chiroptical switches with amplified chirality induction and circular dichroism (CD) outputs. The diverse regulation of chiral signaling was further realized, including the binding/releasing of metal ions, the exchange between different metal ions, and Z/E photoswitching-induced structural interconversion with light. Moreover, the manipulation of the formation, scission, and exchange of dynamic imine bonds offered ample ways for the suppression, amplification, and inversion of CD signals. Multiple control of chiroptical switches exhibiting multimode signaling patterns was thus achieved with metal ions, light, acid/base, and amine nucleophiles. The results shown should be beneficial to the research on molecular switches, complex systems, chiral catalysts, and intelligent materials.
{"title":"Multistimuli-Responsive and Multimode Azoquinoline Chiroptical Switches","authors":"Zimu Liu, Youming Lv, Hebo Ye, Hanwei Lu, Lei You","doi":"10.1039/d5qo00469a","DOIUrl":"https://doi.org/10.1039/d5qo00469a","url":null,"abstract":"Chiroptical switches combine molecular switches and chiral signaling modulation, and controllable multiresponsive and multistate chiroptical switching remains challenging. Herein we reported azoquinoline based chiroptical switches with multistimuli responsiveness and multimode regulation by taking advantage of reversible coordination bonding and dynamic covalent bonding. The introduction of a chiral amine combined with structural rigidification imposed by metal chelation enabled facile creation of chiroptical switches with amplified chirality induction and circular dichroism (CD) outputs. The diverse regulation of chiral signaling was further realized, including the binding/releasing of metal ions, the exchange between different metal ions, and Z/E photoswitching-induced structural interconversion with light. Moreover, the manipulation of the formation, scission, and exchange of dynamic imine bonds offered ample ways for the suppression, amplification, and inversion of CD signals. Multiple control of chiroptical switches exhibiting multimode signaling patterns was thus achieved with metal ions, light, acid/base, and amine nucleophiles. The results shown should be beneficial to the research on molecular switches, complex systems, chiral catalysts, and intelligent materials.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"13 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143767062","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}
Jihoon Na, Je Uk Kim, Seonggyu Kim, Chanwoo Kim, Gayoung Lee, Sumin Lee
Amines are essential functional groups in pharmaceuticals, agrochemicals, and bioactive molecules, with C(sp3)–N bonds playing a crucial role in enhancing biological activity and selectivity. Alkene difunctionalization offers a powerful strategy for constructing these bonds by introducing two distinct functional groups across a double bond in a single step. While two-component alkene difunctionalization has been widely studied, general three-component strategies for amine synthesis remain underdeveloped due to challenges in controlling regioselectivity, stereoselectivity, and competing side reactions. Recent advancements have addressed these limitations through transition-metal catalysis, directing-group-free methodologies, and radical-based mechanisms, enabling stereoselective synthesis of amines from readily available starting materials. This review discusses emerging strategies in three-component, stereoselective C–N bond-forming alkene difunctionalization, emphasizing mechanistic innovations and their impact on synthetic organic chemistry.
{"title":"Three-component, stereoselective C–N bond forming alkene difunctionalization","authors":"Jihoon Na, Je Uk Kim, Seonggyu Kim, Chanwoo Kim, Gayoung Lee, Sumin Lee","doi":"10.1039/d5qo00160a","DOIUrl":"https://doi.org/10.1039/d5qo00160a","url":null,"abstract":"Amines are essential functional groups in pharmaceuticals, agrochemicals, and bioactive molecules, with C(sp<small><sup>3</sup></small>)–N bonds playing a crucial role in enhancing biological activity and selectivity. Alkene difunctionalization offers a powerful strategy for constructing these bonds by introducing two distinct functional groups across a double bond in a single step. While two-component alkene difunctionalization has been widely studied, general three-component strategies for amine synthesis remain underdeveloped due to challenges in controlling regioselectivity, stereoselectivity, and competing side reactions. Recent advancements have addressed these limitations through transition-metal catalysis, directing-group-free methodologies, and radical-based mechanisms, enabling stereoselective synthesis of amines from readily available starting materials. This review discusses emerging strategies in three-component, stereoselective C–N bond-forming alkene difunctionalization, emphasizing mechanistic innovations and their impact on synthetic organic chemistry.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"12 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143758666","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}
Peng-Ying Jiang, San Wu, Jun Wang, Shao-Hua Xiang, Bin Tan
Multicomponent reactions enable the simultaneous formation of multiple chemical bonds in a single synthetic operation, efficiently combining three or more reactants to access structurally complex molecules. The integration of chiral catalysts into such processes establishes a well-defined asymmetric environment, facilitating precise stereochemical control and delivering enantioenriched products containing stereogenic elements. In recent years, environmentally benign organocatalytic strategies have emerged as a powerful platform for asymmetric multicomponent reactions, demonstrating remarkable versatility in constructing diverse molecular architectures with high enantioselectivity. This review systematically categorizes recent advances in this field based on organocatalyst types, with a focus on their roles in distinct reaction mechanisms, key intermediates, and substrate activation modes. Representative transformations are discussed to illustrate design principles and challenges in achieving stereocontrol within multicomponent systems.
{"title":"Recent advances in organocatalytic asymmetric multicomponent reactions","authors":"Peng-Ying Jiang, San Wu, Jun Wang, Shao-Hua Xiang, Bin Tan","doi":"10.1039/d5qo00347d","DOIUrl":"https://doi.org/10.1039/d5qo00347d","url":null,"abstract":"Multicomponent reactions enable the simultaneous formation of multiple chemical bonds in a single synthetic operation, efficiently combining three or more reactants to access structurally complex molecules. The integration of chiral catalysts into such processes establishes a well-defined asymmetric environment, facilitating precise stereochemical control and delivering enantioenriched products containing stereogenic elements. In recent years, environmentally benign organocatalytic strategies have emerged as a powerful platform for asymmetric multicomponent reactions, demonstrating remarkable versatility in constructing diverse molecular architectures with high enantioselectivity. This review systematically categorizes recent advances in this field based on organocatalyst types, with a focus on their roles in distinct reaction mechanisms, key intermediates, and substrate activation modes. Representative transformations are discussed to illustrate design principles and challenges in achieving stereocontrol within multicomponent systems.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"6 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143758507","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}
Circularly polarized luminescence (CPL) active materials, especially pure organic small molecules, have emerged as a subject of considerable interest because of their unique property of emitting circularly polarized light directly without optical grating and easy to adjust. The formation of supramolecular macrocycles represents an effective approach for enhancing the CPL signal of pure organic small molecules. In this study, BINOL-phosphoric acid was initially employed to construct supramolecular macrocycles, while the boron-nitrogen (BN) embedded structure was responsible for improving light stability and PLQY. This article presents a novel design of CPL-active small organic molecules that exhibit both high glum value and high PLQY. Additionally, these molecules demonstrate a significant response to changes in their environment, resulting in pronounced variations in CPL properties.
{"title":"CPL-Tunable BN-Embedded Supramolecular Macrocycles","authors":"Yu-Chi Dai, Yun-Tao Ding, Jin-Lin Qing, Wei-Ning Zhang, Zhi-Qiang Zhang, Xuefeng Zhu, Jing-Jing Cao, Chunlin Sun, Xiao-Ping Cao, Hao-Li Zhang","doi":"10.1039/d5qo00274e","DOIUrl":"https://doi.org/10.1039/d5qo00274e","url":null,"abstract":"Circularly polarized luminescence (CPL) active materials, especially pure organic small molecules, have emerged as a subject of considerable interest because of their unique property of emitting circularly polarized light directly without optical grating and easy to adjust. The formation of supramolecular macrocycles represents an effective approach for enhancing the CPL signal of pure organic small molecules. In this study, BINOL-phosphoric acid was initially employed to construct supramolecular macrocycles, while the boron-nitrogen (BN) embedded structure was responsible for improving light stability and PLQY. This article presents a novel design of CPL-active small organic molecules that exhibit both high glum value and high PLQY. Additionally, these molecules demonstrate a significant response to changes in their environment, resulting in pronounced variations in CPL properties.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"183 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143758508","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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