Lingjuan Chen, Jiaqi Dong, Dehui Tan, Jianfeng Wu, Deng-Tao Yang
{"title":"A Double Helicene with Quadruple Indole-Fused Skeleton and Double NBN-Type Cove-Edged Structure†","authors":"Lingjuan Chen, Jiaqi Dong, Dehui Tan, Jianfeng Wu, Deng-Tao Yang","doi":"10.1002/cjoc.202400512","DOIUrl":"10.1002/cjoc.202400512","url":null,"abstract":"<div>\u0000 \u0000 <p>Construction of helicenes by inducing heteroatoms has regarded as an effective strategy to enhance the chiroptical properties. We report a facile synthesis of a multiple helicene based on four indoles with two electron-rich NBN-coved edges. The structure of the NBN-coved multiple helicene was confirmed by single-crystal X-ray diffraction analysis, revealing a twisted double [5]helicene motif with a saddle-shaped skeleton. This NBN-coved helicene showed strong green fluorescence with good photoluminescence quantum yield. Both theoretical calculations and experimental investigation have been exploited to probe the impact of electron-rich NBN units on aromaticity and photophysical properties of the helicene.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 23","pages":"3069-3074"},"PeriodicalIF":5.5,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141886842","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":"Meet Our New Editorial Board Members of Spotlights","authors":"","doi":"10.1002/cjoc.202490174","DOIUrl":"10.1002/cjoc.202490174","url":null,"abstract":"","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 17","pages":"2109-2114"},"PeriodicalIF":5.5,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141881262","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":"Small-Molecular Donor Based Efficient Organic Solar Cells with Thermally Stable Morphologies†","authors":"Wanying Feng, Yuyang Bai, Jiaying Wang, Shaohui Yuan, Xiangjian Wan, Yu Chen, Bin Kan, Yongsheng Chen","doi":"10.1002/cjoc.202400573","DOIUrl":"10.1002/cjoc.202400573","url":null,"abstract":"<div>\u0000 \u0000 <p>Small-molecular organic solar cells usually exhibited unsatisfactory device stability, which might originate from their molecular diffusion behaviors. Herein, based on the all-small-molecule system HD-1:BTP-eC9, we reported a dimerized acceptor DC9, and its corresponding monomer acceptor eOD. In comparison with eOD, the dimeric acceptor DC9 displayed higher glass transition temperature (<i>T</i><sub>g</sub>) but reduced molecular planarity and crystallinity. The all-small molecule blend utilizing HD-1:eOD demonstrated a power conversion efficiency (PCE) of 15.13%, surpassing the value of 14.10% for the HD-1:DC9 blend. While, incorporating polymer donor PM6 into the HD-1:DC9 blend improved its morphology and charge transport dynamics, resulting in a device efficiency of over 16%, representing the rare case utilizing small-molecular donor and dimeric acceptor with PCE over 16%. Morphological characterization results affirmed that the surface morphologies and molecular packing behaviors of the blend films based on HD-1 were largely retained even after prolonged annealing and aging at 85 °C. Consequently, the PCEs of the blend films based on HD-1:eOD, HD-1:DC9, and HD-1:PM6:DC9 consistently remained over 98% of their initial efficiency after 1000 h of thermal annealing aging at 85 °C. These findings highlight the potential of small-molecular based active layer in the fabrication of efficient and stable OSCs.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 23","pages":"3075-3082"},"PeriodicalIF":5.5,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141886851","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.202490172","DOIUrl":"10.1002/cjoc.202490172","url":null,"abstract":"<p>A machine learning-based comprehensive Bond Dissociation Energy (BDE) prediction model was established, which is useful for understanding the chemical properties and reactivities of molecules. Differential Structural and PhysicOChemical (D-SPOC) descriptors that reflected changes in molecules’ structural and physicochemical features in the process of bond homolysis were developed as input features, which enabled the precise prediction. More details are discussed in the article by Zhang <i>et al</i>. on page 1967—1974.\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 17","pages":"1942"},"PeriodicalIF":5.5,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/cjoc.202490172","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141881351","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}
{"title":"Thin-Layer Diamond Coating on Si Wafer for Extended Alkaline ATR-SEIRAS Investigations†","authors":"Wencheng Li, Wei-Yi Zhang, Baoxin Ni, Peng Shen, Yu Qiao, Xinchang Wang, Xian-Yin Ma, Wen-Bin Cai, Kun Jiang","doi":"10.1002/cjoc.202400499","DOIUrl":"10.1002/cjoc.202400499","url":null,"abstract":"<div>\u0000 \u0000 <p>Electrochemical attenuated total reflection surface-enhanced infrared absorption spectroscopy (ATR-SEIRAS) plays an important role in deciphering interfacial reaction mechanisms at molecular level. However, the corrosive etching of Si internal reflection element by OH<sup>−</sup> largely impedes reliable SEIRAS measurements in strong alkaline electrolytes. Herein, a dense and chemically inert nanocrystalline diamond (NCD) film is successfully fabricated at a thickness of ~120 nm through hot filament chemical vapor deposition on a micromachined Si wafer to insulate the OH<sup>−</sup> etching. A reversible interfacial water feature without spectral interference of Si-O band is obtained in 1.0 mol·L<sup>–1</sup> KOH on Au/NCD/Si film electrode. Afterwards, electrochemical CO reduction reaction on Cu film electrode is explored in different KOH concentrations ranging from 0.1 to 3.0 mol·L<sup>–1</sup> as a model reaction. A redshift of CO<sub>L</sub> band, as well as its lower intensity but faster depletion kinetics, is noted with increasing electrolyte pH, whereas CO<sub>B</sub> is identified as an inert spectator accumulating on Cu surface. Our present work demonstrates the alkaline resistant feature of diamond/Si composite internal reflection element, which could be a powerful platform to study electrocatalytic reactions in strong alkaline media.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 23","pages":"3063-3068"},"PeriodicalIF":5.5,"publicationDate":"2024-07-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141881263","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":"Coherent Addressing of Single Molecular Electron Spin Qubits","authors":"Xiya Du, Aimei Zhou, Lei Sun","doi":"10.1002/cjoc.202400048","DOIUrl":"10.1002/cjoc.202400048","url":null,"abstract":"<p>With rational designability, versatile tunability, and quantum coherence, molecular electron spin qubits could offer new opportunities for quantum information science, enabling simplified implementation of quantum algorithms and chemical-specific quantum sensing. The development of these transformative technologies relies on coherent addressing of single molecular electron spin qubits with high initialization, manipulation, and readout fidelities. This is unfeasible to conventional electron spin resonance spectroscopy, which is widely used for coherent addressing of ensemble electron spins, due to its low initialization efficiency and readout sensitivity. Taking advantage of single spin detectability of single-molecule spectroscopy, scanning tunneling microscopy, atomic force microscopy, and quantum metrology, several strategies have been developed to empower electron spin resonance spectroscopy with single qubit addressability. In this Emerging Topic, we introduce principles and technical implementation of strategies for coherent addressing of single molecular electron spin qubits, discuss their potential applicability in quantum technologies, and point out their challenges in terms of scalability, molecular design, and/or decoherence suppression. We discuss future directions to overcome these challenges and to improve single qubit addressing technologies, which will facilitate the advancement of molecular quantum information science.</p><p>\u0000 </p><p></p>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 22","pages":"2895-2901"},"PeriodicalIF":5.5,"publicationDate":"2024-07-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141871805","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}
Yang Chen, Jingyu Zhang, Yecheng Wang, Hongguang Du, Jiaxi Xu, Zhanhui Yang
{"title":"En Route to Diastereopure Polycyclic γ-Lactones by Iridium-Catalyzed Hydride Transfer†","authors":"Yang Chen, Jingyu Zhang, Yecheng Wang, Hongguang Du, Jiaxi Xu, Zhanhui Yang","doi":"10.1002/cjoc.202400265","DOIUrl":"10.1002/cjoc.202400265","url":null,"abstract":"<div>\u0000 \u0000 <p>The reductive lactonization strategy provides an efficient access to diastereoenriched polycyclic γ-lactones. However, it is still a formidable challenge to develop an efficient and versatile protocol with excellent levels of diastereocontrol. Herein, we provide a highly diastereoselective and efficient route to diastereopure bi- and polycyclic γ-lactones, by means of an iridium-catalyzed hydride transfer strategy. This method features high levels of diastereocontrol, broad substrate scope, and high catalyst efficiency (<i>S</i>/<i>C</i> = up to 5000). Mechanistic studies suggest that the iridium hydride formation might be the rate-determining step, and that the hydride transfer step be the diastereo-determining step. The large steric hindrance of the iridium hydride species and intramolecular hydrogen bonding are critically key to the diastereocontrol of the hydride transfer process. From the perspectives of configurational analysis and Duniz angles of attack, the nature of diastereocontrol is well rationalized. A more general empirical rule based on facial selectivity analysis for explaining and predicting the stereochemistry is also proposed.</p><p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 23","pages":"3047-3055"},"PeriodicalIF":5.5,"publicationDate":"2024-07-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141873213","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":"2-Azetine Derivatives as a Class of New Monomers for Controlled Ring-Opening Metathesis Polymerization towards Polyenamides†","authors":"Jingrong Liu, Changquan Lin, Yuan Tao, Jiang Lei, Chenyang Liao, Yanli Feng, Liangbing Fu","doi":"10.1002/cjoc.202400449","DOIUrl":"10.1002/cjoc.202400449","url":null,"abstract":"<div>\u0000 \u0000 <p>Nitrogen-containing polymers have found a wide myriad of applications in materials science and other different areas, and have attracted much attention towards the development of new synthetic methods. Ring-opening metathesis polymerization represents an area of great versatility and potential for the synthesis of highly functionalized polymers with low dispersity and control over molecular weight and architecture complexity. Expanding the scope of monomers through the incorporation of nitrogen atoms would further expand their utilities. In this work, a controlled synthesis of polymers with in-chain enamide moiety through ring-opening metathesis polymerization was developed by utilizing azetine derivatives as the monomers. Relatively short synthetic routes were designed and generated a panel of five monomers. The polymerization exhibited living characteristics, as linear relationship between molecular weights and degrees of polymerization and relatively narrow molar mass distributions were observed, which was further confirmed by successful diblock copolymers formation through sequential addition of two monomers. The resulting polymers that contain the enamide moiety within the backbone exhibited good stability and underwent facile degradation under acidic conditions.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 23","pages":"3056-3062"},"PeriodicalIF":5.5,"publicationDate":"2024-07-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141871640","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":"Photocatalytic Reductive Azaarenylation of Cyclopropanes via Consecutive Photo-induced Electron Transfer: A Facile Route to α-Quaternary Azaarenes†","authors":"Gaolei Sun, Wenhui Wei, Xiaowei Zhao, Baokun Qiao, Zhiyong Jiang","doi":"10.1002/cjoc.202400508","DOIUrl":"10.1002/cjoc.202400508","url":null,"abstract":"<div>\u0000 \u0000 <p>α-Azaarene quaternary carbon centers are prevalent in drug molecules, making the development of efficient synthetic approaches of great interest. Herein, we describe an unprecedented method for constructing α-all-carbon quaternary carbon-centered azaarenes by employing photocatalytic reductive coupling of various 2,2-disubstituted cycloproarylketones with readily available cyanoazaarenes. The reaction proceeds with high efficiency, displaying excellent compatibility with various functional groups and demonstrating high chemo- and regioselectivity. Mechanistic investigations suggest that consecutive photo-induced electron transfer (ConPET) plays a crucial role in the formation of photocatalyst with greater reducing capability, ultimately enabling the direct reductive conversion of unreactive π-bonds under mild and transition-metal-free conditions.</p>\u0000 <p>\u0000 </p>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 23","pages":"3035-3040"},"PeriodicalIF":5.5,"publicationDate":"2024-07-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141871806","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":"Heteroatom-Doped Graphene Nanoribbons: Precision Synthesis and Emerging Properties†","authors":"Pei-Han Gao, Cheng Chen, Xiao-Ye Wang","doi":"10.1002/cjoc.202300614","DOIUrl":"10.1002/cjoc.202300614","url":null,"abstract":"<div>\u0000 \u0000 <section>\u0000 \u0000 <h3> Comprehensive Summary</h3>\u0000 \u0000 <p>Graphene nanoribbons (GNRs), which can be considered as a special type of conjugated polymers, are quasi-one-dimensional graphene cutouts with an opened band gap, revealing great potential as functional materials in optoelectronic, spintronic, and energy-related applications. An effective strategy to modulate the properties of GNRs is doping heteroatoms into the π-skeleton. Thanks to the bottom-up synthetic approach, a number of heteroatom-doped GNRs with precise structures have been reported, exhibiting intriguing properties. Nevertheless, a comprehensive summary of the progress of this field has remained elusive. In this review, we summarize the history and advances in bottom-up synthesized heteroatom-doped GNRs, including their synthetic routes, electronic properties, and promising applications. We hope to establish the reliable structure–property relationship, and provide guidance for the molecular design of heteroatom-doped GNRs in the future.</p>\u0000 \u0000 <p></p>\u0000 \u0000 <p></p>\u0000 </section>\u0000 </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"42 22","pages":"2877-2894"},"PeriodicalIF":5.5,"publicationDate":"2024-07-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141871804","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}