{"title":"Meet Our New Editorial Board Members of Frontier Reporters","authors":"","doi":"10.1002/cjoc.202490214","DOIUrl":"https://doi.org/10.1002/cjoc.202490214","url":null,"abstract":"","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 21","pages":"2668-2678"},"PeriodicalIF":5.5,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142404386","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Inside Cover Picture","authors":"","doi":"10.1002/cjoc.202490212","DOIUrl":"https://doi.org/10.1002/cjoc.202490212","url":null,"abstract":"<p>The BiOCl<sub>0.5</sub>Br<sub>0.5</sub> with flower-like structure exhibits the layered structure, in which the self-hybridization of chlorine and bromine atoms induces an intensified internal electric field and wider Van der Waals gap, providing a fast diffusion path for K<sup>+</sup> ion. Combining the decreasing of the electron polarons induced by the hybridized structure and the <i>in situ</i> formation of hole-like polarons caused by the dynamic K<sup>+</sup> ion-halogen atoms correlation, the BiOCl<sub>0.5</sub>Br<sub>0.5</sub> anode exhibits a stimulative K<sup>+</sup> ion diffusion kinetics, thus enabling a high electrochemical performance in potassium-ion batteries. More details are discussed in the article by Wu <i>et al</i>. on pages 2589—2598.\u0000 <figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure></p>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 21","pages":"2554"},"PeriodicalIF":5.5,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/cjoc.202490212","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142404388","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Weiguang Yang, Guanrong Li, Zixin Huang, Qiaoli Luo, Hui Luo
{"title":"Solvent- or Base-Controlled Diastereoselectivity and Chemoselectivity for the Reaction of Ketenimine Zwitterionic Salts","authors":"Weiguang Yang, Guanrong Li, Zixin Huang, Qiaoli Luo, Hui Luo","doi":"10.1002/cjoc.202400723","DOIUrl":"https://doi.org/10.1002/cjoc.202400723","url":null,"abstract":"<div>\u0000 \u0000 <p>Ketenimine zwitterionic salt (KZS), a novel and stable ketenimine precursor, is still underexplored in the realm of chemical synthesis. In this study, we demonstrate the transformation of pyrrole derivatives through the cyclization of KZS with <i>α</i>-aminoketones. The diastereoselectivity of this reaction is influenced by the solvent, enabling the isolation of 3-hydroxypyrrolidine diastereomers with the highest reported dr value of 21 : 1. Furthermore, the chemoselectivity is modulated by the choice of base, yielding 2-aminopyrrole derivatives as the major products. This research offers a sustainable approach to harnessing the potential of KZS in organic synthesis, contributing to a greener chemical process.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 1","pages":"67-72"},"PeriodicalIF":5.5,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142762707","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Chlorinated Polythiophene-Based Donors with Reduced Energy Loss for Organic Solar Cells","authors":"Huixue Li, Junzhen Ren, Lijiao Ma, Zhihao Chen, Yue Yu, Jianqiu Wang, Shaoqing Zhang","doi":"10.1002/cjoc.202400793","DOIUrl":"https://doi.org/10.1002/cjoc.202400793","url":null,"abstract":"<div>\u0000 \u0000 <p>The industrialization of organic solar cells (OSCs) faces challenges due to complex synthesis routes and high costs of organic photovoltaic materials. To address this, we designed and synthesized a series of polythiophene-based donor materials, PTVT-T-<i>x</i>Cl (20%Cl, 50%Cl and 100%Cl), by introducing different degrees of chlorine substitution within their conjugated skeletons. The incorporation of chlorine atoms does not change the planar conformation of the conjugated main chain of the control polymer, PTVT-T, but effectively reduces their HOMO energy levels (≤ –5.3 eV) and alters the crystallinity of the polymers. In addition, when preparing OSC by blending with non-fused electron acceptor A4T-16, the non-radiative energy loss of the three photovoltaic devices gradually decreased with the increase of chlorine content (0.343, 0.278 and 0.189 eV, respectively). Notably, PTVT-T-20%Cl exhibited a more moderate nanoscale phase separation with the acceptor, leading to efficient exciton dissociation, lower bimolecular recombination, and thus a favorable current in the OSCs. Consequently, the photovoltaic device based on PTVT-T-20%Cl:A4T-16 achieved a remarkable photovoltaic efficiency of 11.8%. In addition, the PTVT-T-xCl series polymers show much lower material-only-cost (MOC) values than the other reported photoactive material systems. This work provides the way for the development of low-cost photovoltaic materials and the industrial application of OSC, overcoming previous limitations posed by high energy losses in polythiophene-based donors.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3405-3413"},"PeriodicalIF":5.5,"publicationDate":"2024-09-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142642382","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}
Jia-Hui Zhao, Ang Chen, Xi-Zhang Zou, Chong-Lei Ji, Huang-Di Feng, De-Wei Gao
{"title":"Catalytic Selective Functionalization of Poly(organoborons)†","authors":"Jia-Hui Zhao, Ang Chen, Xi-Zhang Zou, Chong-Lei Ji, Huang-Di Feng, De-Wei Gao","doi":"10.1002/cjoc.202400500","DOIUrl":"https://doi.org/10.1002/cjoc.202400500","url":null,"abstract":"<div>\u0000 \u0000 \u0000 <section>\u0000 \u0000 <p>Organoborons are commonly used building blocks for rapidly increasing molecular complexity. Although significant progress has been made in the selective functionalization of mono-organoborons, the site-selective functionalization of poly(organoborons) has attracted substantial interest in organic synthesis, pharmaceuticals, and agrochemicals due to the presence of multiple potential reaction sites. This review discusses various activation modes of the target C–B bond, with diverse transformations being achieved in both a selective and efficient manner. Recent advances in the catalytic selective transformations of 1,<i>n</i>-diboronates through ionic and radical pathways are highlighted. Furthermore, we summarize the existing challenges and future research directions in this field.</p>\u0000 \u0000 <p>\u0000 </p>\u0000 </section>\u0000 \u0000 <section>\u0000 \u0000 <h3> Key Scientists</h3>\u0000 \u0000 <p>In 1993, Suzuki, Miyaura and coworkers developed a pioneering example of selective arylation towards cis-1,2-bis(boryl) alkenes, marking the inception of this field. The Morken group has made significant contributions to the asymmetric diboration of alkenes and realized elegant catalytic functionalization of these compounds since 2004. In 2016, Fernández and colleagues achieved the selective arylation of the internal C–B bond of tri(boronates). Since 2019, the Aggarwal group has developed efficient Giese-type addition and selective arylation at the more substituted C–B bond of 1,2-bis(boronic) esters through photoredox catalysis. The controllable regiodivergent alkynylation of 1,3-bis(boronic) esters was developed by Gao and coworkers in 2023. Recently, Qin conducted elegant research on the programmable late-stage functionalization of bridge-substituted bicyclo[1.1.1]pentane (BCP) bis-boronates. Since 2013, catalytic stereoselective transformations have been developed by several groups, including those led by Morken and Chen. This review summarizes the latest and most significant developments in this field since 1993.</p>\u0000 \u0000 <p>\u0000 </p>\u0000 </section>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3484-3498"},"PeriodicalIF":5.5,"publicationDate":"2024-09-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142642383","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}
Hui Zhou, Nana Wei, Zhiqiang Ren, Haojie Ma, Yuqi Zhang, Bo Han
{"title":"Reductive Synthesis of Alcohols from Carboxylic Acids and Esters Catalyzed by a Copper N-heterocyclic Carbene Complex","authors":"Hui Zhou, Nana Wei, Zhiqiang Ren, Haojie Ma, Yuqi Zhang, Bo Han","doi":"10.1002/cjoc.202400766","DOIUrl":"https://doi.org/10.1002/cjoc.202400766","url":null,"abstract":"<div>\u0000 \u0000 <p>The present work prepared a copper <i>N</i>-heterocyclic carbene complex that could be used in catalyzing the homogeneous hydrogenation of carboxylic acid with ammonia borane (hydrogen source) to synthesize primary alcohols. Various aromatic and aliphatic carboxylic acids with diverse functional groups were transformed to respective alcohols in moderate to high yields. The process can be easily scaled up (TON up to 14545) and exhibits a high compatibility with different sensitive functional groups, including fluorine, chlorine, bromine, iodine, hydroxyl, cyano and nitro groups. IMesCuCl/NH<sub>3</sub>·BH<sub>3</sub> combination can selectively reduce aromatic and aliphatic esters. Mechanistic studies indicate that Cu-H species produced <i>in situ</i> are the active intermediates.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 1","pages":"73-78"},"PeriodicalIF":5.5,"publicationDate":"2024-09-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142762828","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Recent Advances in Urea Electrocatalysis: Applications, Materials and Mechanisms‡","authors":"Chu Zhang, Shijie Chen, Liwei Guo, Zeyu Li, Chunshuang Yan, Chade Lv","doi":"10.1002/cjoc.202400442","DOIUrl":"https://doi.org/10.1002/cjoc.202400442","url":null,"abstract":"<div>\u0000 \u0000 \u0000 <section>\u0000 \u0000 <p>Urea plays a vital role in human society, which has various applications in organic synthesis, medicine, materials chemistry, and other fields. Conventional industrial urea production process is energy−intensive and environmentally damaging. Recently, electrosynthesis offers a greener alternative to efficient urea synthesis involving coupling CO<sub>2</sub> and nitrogen sources at ambient conditions, which affords an achievable way for diminishing the energy consumption and CO<sub>2</sub> emissions. Additionally, urea electrolysis, namely the electrocatalytic urea oxidation reaction (UOR), is another emerging approach very recently. When coupling with hydrogen evolution reaction, the UOR route potentially utilizes 93% less energy than water electrolysis. Although there have been many individual reviews discussing urea electrosynthesis and urea electrooxidation, there is a critical need for a comprehensive review on urea electrocatalysis. The review will serve as a valuable reference for the design of advanced electrocatalysts to enhance the electrochemical urea electrocatalysis performance. In the review, we present a thorough review on two aspects: the electrocatalytic urea synthesis and urea oxidation reaction. We summarize in turn the recently reported catalyst materials, multiple catalysis mechanisms and catalyst design principles for electrocatalytic urea synthesis and urea electrolysis. Finally, major challenges and opportunities are also proposed to inspire further development of urea electrocatalysis technology.\u0000 </p>\u0000 </section>\u0000 \u0000 <section>\u0000 \u0000 <h3> Key Scientists</h3>\u0000 \u0000 <p>For urea electrosynthesis, Furuya <i>et al.</i> firstly investigated the electrochemical coreduction of CO<sub>2</sub> and NO<sub>3</sub><sup>−</sup>/NO<sub>2</sub><sup>−</sup> using gas-diffusion electrodes in 1995. Then, Wang <i>et al.</i> effectively achieved C—N bond formation and urea synthesis on PdCu alloy nanoparticles in 2020. Shortly, Yan and Yu <i>et al.</i> proposed the formation of *CO<sub>2</sub>NO<sub>2</sub> from *NO<sub>2</sub> and *CO<sub>2</sub> intermediates at early stage on In(OH)<sub>3</sub> electrocatalyst in 2021, and employed defect engineering strategy to facilitate the *CO<sub>2</sub>NH<sub>2</sub> protonation in 2022. Amal <i>et al</i>. Investigated the role that Cu-N-C coordination plays for both the CO<sub>2</sub>RR and NO<sub>3</sub>RR. After that, Zhang's group developed In-based electrocatalysts with artificial frustrated Lewis pairs for urea, and they offered a systematic screening approach for catalyst design in urea electrosynthesis in 2023. And sargent <i>et al</i>. reported a strategy that increased selectivity to urea using a hybrid catalyst.</p>\u0000 \u0000 <p>For urea electrooxidation, Stevenson <i>et al</i>. investigated the effect of Sr substitution toward","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3441-3468"},"PeriodicalIF":5.5,"publicationDate":"2024-09-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142642472","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}
Ming-Yu Teng, Yin Xu, Xin-Qi Zhu, Bo Zhou, Long-Wu Ye
{"title":"Catalytic Cycloaddition Reactions of Ynol and Thioynol Ethers","authors":"Ming-Yu Teng, Yin Xu, Xin-Qi Zhu, Bo Zhou, Long-Wu Ye","doi":"10.1002/cjoc.202400607","DOIUrl":"https://doi.org/10.1002/cjoc.202400607","url":null,"abstract":"<div>\u0000 \u0000 <section>\u0000 \u0000 <h3> Comprehensive Summary</h3>\u0000 \u0000 <p>Electron-rich alkynes, such as ynol and thioynol ethers, have proven to be versatile and appealing partners in catalytic cycloaddition reactions, and thus have raised considerable attentions owing to the practical application in the modular assembly of valuable carbo- and heterocycles. The past decades have witnessed inspiring advances in this emerging field, and an increasing number of related discoveries have been exploited. Divided into two main sections on the basis of substrate type, in each section this comprehensive review will initially summarize their synthetic preparations and subsequently examine their reactivity in every sort of catalytic cycloaddition with emphasis on the methodology development, aimed at providing an access to this burgeoning area and encouraging further innovations in the near future.\u0000 </p>\u0000 </section>\u0000 \u0000 <section>\u0000 \u0000 <h3> Key Scientists</h3>\u0000 \u0000 <p>For the cycloaddition of ynol ethers, in 2004, Kozmin <i>et al.</i> firstly developed a silver-catalyzed [2 + 2] cycloaddition of siloxy alkynes with electron-poor olefins. In 2012, Hiyama <i>et al.</i> realized a palladium-catalyzed formal [4 + 2] annulation of alkynyl aryl ethers with internal alkynes. In the same year, Sun <i>et al.</i> discovered an efficient [6 + 2] cyclization between siloxy alkynes and 2-(oxetan-3-yl)benzaldehydes by applying HNTf<sub>2</sub> as catalyst. In 2017, Wender <i>et al.</i> first utilized vinylcyclopropanes (VCPs) as coupling partners in the [5 + 2] annulation of ynol ethers. In 2018 and 2020, Ye <i>et al.</i> reported zinc-catalyzed formal [3 + 2] and [4 + 3] cycloaddition, respectively. For the cycloaddition of thioynol ethers, in 2004, Hilt <i>et al.</i> realized a [4 + 2] cycloaddition by employing the alkynyl sulfides and acyclic 1,3-dienes. In 2006, a ruthenium-catalyzed [2 + 2] cycloaddition of thioynol ethers with bicyclic alkenes was accomplished by Tam. In 2014, Sun <i>et al.</i> reported an elegant iridium-catalyzed click reaction of thioalkynes with azides.\u0000 </p>\u0000 </section>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3469-3483"},"PeriodicalIF":5.5,"publicationDate":"2024-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142642431","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}
Haicui Liu, Keli Shi, Jing Lai, Seonghun Jeong, Can Zhu, Jinyuan Zhang, Zhi-Guo Zhang, Changduk Yang, Beibei Qiu, Yongfang Li
{"title":"Simultaneously Optimizing Molecular Stacking and Phase Separation via Solvent-Solid Hybrid Additives Enables Organic Solar Cells with over 19% Efficiency†","authors":"Haicui Liu, Keli Shi, Jing Lai, Seonghun Jeong, Can Zhu, Jinyuan Zhang, Zhi-Guo Zhang, Changduk Yang, Beibei Qiu, Yongfang Li","doi":"10.1002/cjoc.202400685","DOIUrl":"https://doi.org/10.1002/cjoc.202400685","url":null,"abstract":"<div>\u0000 \u0000 <p>Given the crucial role of film morphology in determining the photovoltaic parameters of organic solar cells (OSCs), solvent or solid additives have been widely used to realize fine-tuned film morphological features to further improve the performance of OSCs. However, most high-performance OSCs are processed only using single component additive, either solvent additive or solid additive. Herein, a simple molecular building block, namely thieno[3,4-<i>b</i>]thiophene (TT), was utilized as the solid additive to coordinate with the widely used solvent additive, 1-chloronaphthalene (CN), to modulate the film morphology. Systematical investigations revealed that the addition of TT could prevent the excessive aggregation to form a delicate nanoscale phase separation, leading to enhanced charge transport and suppressed charge recombination, as well as superior photovoltaic performance. Consequently, the PM6:Y6 based OSCs with the addition of hybrid additive of CN + TT demonstrated the optimal PCE of 18.52%, with a notable FF of 79.6%. More impressively, the PM6:Y6:PC<sub>71</sub>BM based ternary OSCs treated with the hybrid additives delivered a remarkable efficiency of 19.05%, which ranks among the best values of Y6-based OSCs reported so far. This work highlights the importance of the hybrid additive strategy in regulating the active layer morphology towards significantly improved performance.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 24","pages":"3234-3242"},"PeriodicalIF":5.5,"publicationDate":"2024-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142642407","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Radical Ring-Opening Polymerization of N-(Malonyloxy)phthalimide-Functionalized Vinylcyclopropane: Tuning Material Property via Selective Decarboxylation†","authors":"Si-Qi Li, Ke Li, Dian-Feng Chen","doi":"10.1002/cjoc.202400635","DOIUrl":"https://doi.org/10.1002/cjoc.202400635","url":null,"abstract":"<div>\u0000 \u0000 <p>Post-polymerization modification provides an important approach to tuning the material properties of obtained polymers. In this work, we demonstrated a rational design of novel vinylcyclopropane monomer bearing a pendant <i>N</i>-hydroxylphthalimide redox ester, and explored its radical ring-opening polymerization behavior under visible-light conditions. Photochemical decarboxylation of resulted polymer provided unique access to poly(vinylcyclopropane) bearing single ester group in each repeating unit. This decarboxylative modification has greatly reshaped the thermal and mechanical properties, converting a glassy polymer into a soft, ductile, and rubber-like material.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 1","pages":"53-60"},"PeriodicalIF":5.5,"publicationDate":"2024-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142762634","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}