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Chlorajaponins A—Q,Lindenane-Related Sesquiterpenoid Dimers from Chloranthus japonicus and Their Biological Activities

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Chinese Journal of chemistry 2024年第11期42卷 1247-1259页

作者： Wei-Jiao Feng Yue Gu Pei-Zhi Huang Hong-Ying Yang Rui Zhang Yi-Lin He Ting-Hong Lv Ya Li Kun Gao state key laboratory of Applied organic chemistry College of Chemistry and Chemical EngineeringLanzhou UniversityLanzhouGansu730000 China Research Institute Lanzhou Jiaotong UniversityLanzhouGansu730070 China

Seventeen undescribed lindenane-related sesquiterpenoid dimers,chlorajaponins A—Q(1—17),and 13 reported analogs(18—30)were isolated from Chloranthus japonicus *** 1 possesses an unprecedented 3/5/7/5/5/6/5/3 fused octacyclic scaffold,featuring a 6(5→4)-abeo-lindenane monomer,while 2 exhibits a 3/5/6/6/5/6/5/3 fused octacyclic *** structures were determined through a combination of spectroscopic analyses and X-ray *** 1,2,and 18 demonstrated significant inhibitory effects on lipid accumulation and effectively reduced the levels of triglycerides and total cholesterol,as well as the levels of aspartate aminotransferase and alanine aminotransferase in a HepG2 cell *** addition,compounds 1,2,and 18 significantly suppressed the protein expression of the fatty acid synthase(FASN)and the sterol regulatory element-binding protein 1(SREBP1).Moreover,the anti-inflammatory assay showed that compounds 19—22 and 25 inhibited the NO production induced by lipopolysaccharide in RAW 264.7 macrophages with IC50 values of 7.89±0.44,6.25±0.46,2.98±0.29,10.77±0.60,and 3.60±0.28μmol/L.

关键词： Chloranthus japonicus Lindenane-type sesquiterpenoid dimers Lipid-lowering activity Anti-inflammatory activity NMR spectroscopy Natural products X-ray diffraction

A case study of comparing two dimerized acceptor molecules built by different branch-connected and terminal-connected approaches

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Science China chemistry 2024年第5期67卷 1687-1696页

作者： Kangqiao Ma Huazhe Liang Yuxin Wang Tengfei He Tainan Duan Xiaodong Si Wendi Shi Guankui Long Xiangjian Cao Zhaoyang Yao Xiangjian Wan Chenxi Li Bin Kan Yongsheng Chen state key laboratory and Institute of elemento-organic chemistry Frontiers Science Center for New Organic MatterThe Centre of Nanoscale Science and Technology and Key Laboratory of Functional Polymer MaterialsInstitute of Polymer ChemistryRenewable Energy Conversion and Storage Center(RECAST)College of ChemistryNankai UniversityTianjin 300071China School of Materials Science and Engineering National Institute for Advanced MaterialsRenewable Energy Conversion and Storage Center(RECAST)Nankai UniversityTianjin 300350China Chongqing Institute of Green and Intelligent Technology Chongqing SchoolUniversity of Chinese Academy of Sciences(UCAS Chongqing)Chinese Academy of SciencesChongqing 400015China

Dimerized small-molecule acceptors(SMAs) built by the conventional connection of terminal groups of monomers have contributed to exciting long-term stabilities of organic solar cells(OSCs). However, device efficiencies, especially fill factors(FFs), still need to be improved. This probably originates from unsymmetrical molecular structure/conformation-determined less compact/ordered molecular stackings, such as ineffective stackings of constraint terminals. Herein, an exotic dimerized SMA of BC-Th is established by bridging the branched groups(BC-type, branch coupling) of two monomers rather than conventional terminal units(TC-type, terminal coupling). Benefiting from the three-dimensional conformation and more uncurbed terminals,BC-Th exhibits multiple molecular orientations along with a larger dielectric constant and electron mobility compared with TCTh. Finally, an efficiency of 17.43% is achieved by BC-Th-based OSCs, along with the highest FF of 79.13% among all dimerized SMAs-based OSCs to date. When introducing L8-BO as the third component, overall enhanced efficiency of 18.05%and FF of 80.11% are further afforded. Contrarily, TC-Th-based OSCs exhibit much inferior PCE of 16.29% and FF of 74.81%,demonstrating the great advantages of “branch coupling” over “terminal coupling” when building dimerized SMAs.

关键词： organic solar cells dimerized acceptor molecules branch coupling morphology control stability

Recent advances in electrocatalytic generation of indole-derived radical cations and their applications in organic synthesis

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Chinese Chemical Letters 2024年第4期35卷 106-123页

作者： Wei Zhou Xi Chen Lin Lu Xian-Rong Song Mu-Jia Luo Qiang Xiao key laboratory of organic chemistry of Jiangxi Province Jiangxi Science&Technology Normal UniversityNanchang 330013China

Indole-derived radical cations, open-shell reactive species, display distinctive dual reactivity due to the carbon-centered radical and more electrophilic carbocation, which frequently appear in a variety of single electron oxidation reactions for synthesizing structurally diverse functionalized indoles and indolines. Electrocatalysis is considered as a synthetically attractive and environmentally friendly alternative for driving the single electron oxidation of indoles. Remarkable achievements in electrocatalytic indolederived radical cation-mediated indole functionalization have been realized so far. This review comprehensively summarizes the recent progresses in the applications of electrocatalytic indole radical cations,including C(sp~2)–H functionalization, dearomative 2,3-difunctionalization, and ring-opening reaction, emphasizing the vital single electron oxidation steps of indoles, the substrates scope and limitations, and the reaction mechanisms.

关键词： Electrocatalysis Indole radical cation C-H functionalizatin Dearomative 2 3-difunctionalization

Linear paired electrolysis of furfural to furoic acid at both anode and cathode in a multiple redox mediated system

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Green Energy & Environment 2024年第1期9卷 104-113页

作者： Xinxin Li Linchuan Cong Haibo Lin Fangbing Liu Xiangxue Fu Hai-Chao Xu Nan Lin state key laboratory of Inorganic Synthesis and Preparative chemistry Jilin UniversityChangchun 130012JilinChina state key laboratory of Physical chemistry of Solid Surfaces College of Chemistry and Chemical EngineeringXiamen UniversityXiamen 361005FujianChina

Implementing a new energy-saving electrochemical synthesis system with high commercial value is a strategy of the sustainable development for upgrading the bulk chemicals preparation technology in the ***,we report a multiple redox-mediated linear paired electrolysis system,combining the hydrogen peroxide mediated cathode process with the I2 mediated anode process,and realize the conversion of furfural to furoic acid in both side of the dividedﬂow cell *** reasonably controlling the cathode potential,the undesired water splitting reaction and furfural reduction side reactions are *** the galvanostatic electrolysis,the two-mediated electrode processes have good compatibility,which reduce the energy consumption by about 22%while improving the electronic efﬁciency by about 125%.This system provides a green electrochemical synthesis route with commercial prospects.

关键词： Multiple redox mediated system Linear paired electrolysis Furfural Furoic acid

The first chiral cerium halide towards circularly-polarized luminescence in the UV region

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Science China chemistry 2024年第6期67卷 1961-1968页

作者： Xinyi Niu Zhichao Zeng Zhaoyu Wang Haolin Lu Bing Sun Hao-Li Zhang Yongsheng Chen Yaping Du Guankui Long Tianjin key Lab for Rare Earth Materials and Applications Renewable Energy Conversion and Storage CenterSmart Sensing Interdisciplinary Science CenterSchool of Materials Science and EngineeringNational Institute for Advanced MaterialsNankai UniversityTianjin300350China Tianjin key Lab for Rare Earth Materials and Applications Center for Rare Earth and Inorganic Functional MaterialsHaihe Laboratory of Sustainable Chemical TransformationsSmart Sensing Interdisciplinary Science CenterSchool of Materials Science and EngineeringNational Institute for Advanced MaterialsNankai UniversityTianjin300350China state key laboratory of Applied organic chemistry Key Laboratory of Special Function Materials and Structure Design(Ministry of Education)College of Chemistry and Chemical EngineeringLanzhou UniversityLanzhou730000China The Centre of Nanoscale Science and Technology and state key laboratory of elemento-organic chemistry Frontiers Science Center for New Organic MatterCollege of ChemistryNankai UniversityTianjin300071China

Chiral organic-inorganic hybrid metal halides(OIHMHs)have attracted broader scientific community recently in spin lightemitting diodes,and circularly polarized light-emitting ***,the emission peaks of the reported chiral OIHMHs mainly locate in the visible region,and chiral OIHMH with ultraviolet(UV)circularly polarized luminescence(CPL)has been rarely *** fill this gap,cerium,a unique rare-earth(RE)element with tunable luminescence from UV to the visible region owing to the 4 f-related electronic transition,was introduced to construct the first RE-based chiral OIHMHs,R/*** chirality is successfully transferred from the chiral organic cations to the inorganic cerium chloride framework in R/S-MCC,as confirmed by the single crystal structures,circular dichroism,and *** emission spectra of R/S-MCC are in the UV region,originating from the characteristic d-f transition of Ce^(3+),which making the Ce-based metal halides are ideal candidates towards CPL light sources in the UV ***,R-and S-MCC are the first RE-based OIHMHs,also the first chiral metalhalides with UV *** work opens a new avenue for the development of the chiral OIHMH family towards RE-based chiral *** RE-based chiral metal halides couple the unique and superior optical,electrical,magnetic,and spintronic properties of RE elements with chirality could accelerate the development of chiral optoelectronics and spintronics toward real applications.

关键词： chiral rare-earth halide ultraviolet circularly-polarized luminescence d-f transition rare-earth halide perovskite chiral perovskite

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Multiple conductive network for KTi_(2)(PO_(4))_(3)anode based on MXene as a binder for high-performance potassium storage

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Chinese Chemical Letters 2024年第8期35卷 539-544页

作者： Tong Su Yue Wang Qizhen Zhu Mengyao Xu Ning Qiao Bin Xu state key laboratory of organic-Inorganic Composites Beijing Key Laboratory of Electrochemical Process and Technology for MaterialsBeijing University of Chemical TechnologyBeijing 100029China

KTi_(2)(PO_(4))_(3)is a promising anode material for potassium storage,but suffers from low conductivity and difficult balance between high capacity and good structural ***,the Ti_(3)C_(2)T_(x)MXene is used as a multifunctional binder to fabricate the KTi_(2)(PO_(4))_(3)electrode by the traditional homogenizing-coating *** MXene nanosheets,together with the conductive agent super P nanoparticles,construct a multiple conductive network for fast electron/ion transfer and high electrochemical ***,the network ensures the structural stability of the KTi_(2)(PO_(4))_(3)electrode during the de-intercalation/intercalation of 4 K^(+)ions,which is beneficial for simultaneously achieving high capacity and good cycle ***,the MXene-bonded KTi_(2)(PO_(4))_(3)electrode delivers a reversible capacity of 255.2 mAh/g at 50 mA/g,outstanding rate capability with 132.3 mAh/g at 2 A/g,and ex-cellent cycle performance with 151.6 mAh/g at 1 A/g after 2000 *** work not only suggests a high-performance anode material for potassium-ion batteries,but also demonstrates that the MXene is a promising binder material for constructing conductive electrodes in rechargeable batteries.

关键词： MXene Ti_(3)C_(2)T_(x) KTi_(2)(PO_(4))_(3) Anode Conductive network Potassium storage

Cobalt(III) hydride HAT mediated enantioselective intramolecular hydroamination access to chiral pyrrolidines

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Science China chemistry 2024年

作者： Qi Meng Tao Qin Huanran Miao Ge Zhang Qian Zhang state key laboratory of Organometallic chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Jilin Province key laboratory of organic Functional Molecular Design & Synthesis Department of Chemistry Northeast Normal University

Enantioenriched pyrrolidines and derivatives are ubiquitous substructures in compounds of importance to medicinal and biological chemistry. Herein, we report an efficient cobalt-catalyzed intramolecular asymmetric hydroamination reaction that produces chiral pyrrolidines with good to excellent yield and enantiocontrol. Compared with previously reported radicalinvolved methodologies for enantioenriched pyrrolidines, these conditions feature two elegant versatilities, enabling(1) the use of cobalt-catalyzed hydrogen atom transfer(HAT) to generate organocobalt intermediates that bring radical reaction to organometallic chemistry, and(2) enantioselective intramolecular C–N bond forging through an SN2-like displacement involving dynamic kinetic resolution(DKR). This approach provides a new alternative and efficient methodology for enantioselective radical-involved C-N bond construction that can be used in the synthesis of both chiral pyrrolidines and homologous nitrogen heterocycles.

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Photocatalyzed ditrifluoromethylthiolation of alkenes with CF_(3)SO_(2)Na

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Science China chemistry 2024年第2期67卷 587-594页

作者： Fangming Chen Lvqi Jiang Chunyang Hu Jie Liu Wenbin Yi School of chemistry and Chemical Engineering Nanjing University of Science and TechnologyNanjing210094China key laboratory of Organofluorine chemistry Shanghai Institute Organic ChemistryChinese Academy of SciencesShanghai200032China

Since the first report of sodium trifluoromethanesulfinate(CF_(3)SO_(2)Na) as an electrophilic trifluoromethylthiolation reagent in 2015,there has been no breakthrough in research in this ***,we disclose an unprecedented usage of CF_(3)SO_(2)Na as a radical trifluoromethylthiolation reagent.A photocatalyzed ditrifluoromethylthiolation of alkenes with CF_(3)SO_(2)Na in the presence of PPh_(3) and catalytic copper has been ***,either Ir[(p-Fppy)_(2)(bpy)]PF_6 or Ir(ppy)_(3) could facilitate this *** studies indicate that initiation of the radical chain proceeded via two different photocatalytic quenching *** protocol provides a practical method for the construction of diverse vicinal ditrifluoromethylthiolated compounds.

关键词： trifluoromethylthiolation photocatalysis radical difunctionalization alkenes

Advances of Electrochemical and Electrochemiluminescent Sensors Based on Covalent organic Frameworks

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Nano-Micro Letters 2024年第2期16卷 395-422页

作者： Yue Cao Ru Wu Yan‑Yan Gao Yang Zhou Jun‑Jie Zhu key laboratory for organic Electronics and Information Displays(KLOEID)and Institute of Advanced Materials(IAM) Nanjing University of Posts and Telecommunications(NJUPT)Nanjing 210023People’s Republic of China state key laboratory of Analytical chemistry for Life Science School of Chemistry and Chemical EngineeringNanjing UniversityNanjing 210023People’s Republic of China

Covalent organic frameworks(COFs),a rapidly developing category of crystalline conjugated organic polymers,possess highly ordered structures,large specific surface areas,stable chemical properties,and tunable pore *** the first report of boroxine/boronate ester-linked COFs in 2005,COFs have rapidly gained popularity,showing important application prospects in various fields,such as sensing,catalysis,separation,and energy *** them,COFs-based electrochemical(EC)sensors with upgraded analytical performance are arousing extensive *** this review,therefore,we summarize the basic properties and the general synthesis methods of COFs used in the field of electroanalytical chemistry,with special emphasis on their usages in the fabrication of chemical sensors,ions sensors,immunosensors,and ***,the emerged COFs in the electrochemiluminescence(ECL)realm are thoroughly covered along with their preliminary ***,final conclusions on state-of-the-art COFs are provided in terms of EC and ECL sensors,as well as challenges and prospects for extending and improving the research and applications of COFs in electroanalytical chemistry.

关键词： Covalent organic frameworks Electrochemistry Electrochemiluminescence Sensors