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Controlled Molecular Assembly of tetrazine Derivatives on Surfaces

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CCS Chemistry 2022年第1期4卷 162-172页

作者： Shuo Wang Shuang Liu Audrey Sulkanen Joseph M.Fox Xinqiao Jia Gang-yu Liu Department of Chemistry University of CaliforniaDavisCA 95616 Department of Material Science and Engineering University of DelawareNewarkDE 19716 Department of Chemistry and Biochemistry University of DelawareNewarkDE 19716

While self-assembly is relatively well-known and widely used to form hierarchical structures and thin film coatings,controlled assembly is less known and *** prior work has demonstrated the concept of controlled assembly of macromolecules such as star polymers[molecular weight(M_(w))∼383 kDa,hydrodynamic radius R∼13.8 nm]in *** work extends this concept to smaller molecules,in this case,poly(ethylene glycol)bis-tetrazine(PEGbisTz,M_(w) 8.1 kDa,R∼1.5 nm).The key to controlled molecular assembly is to first deliver ultrasmall volumes(sub-fL)of solution containing PEG-bisTz to a *** solvent evaporates rapidly due to the minute volume,thus forcing the assembly of solute,whose overall size and dimension are dictated by the initial liquid geometry and *** prepatterned surfaces,this work revealed that the initial liquid shape can be further tuned,and we could control the final assembly of solute such as PEGbisTz *** degree of control was demonstrated by varying the micropatterns and delivery *** work demonstrated the validity of controlled assembly for PEG-bisTz and enables three-dimensional(3D)nanoprinting of functional *** technology has promising applications in nanophotonics,nanoelectronics,nanocomposite materials,and tissue engineering.

关键词： tetrazine controlled assembly 3D nanoprinting atomic force microscopy microfluidic trans-cyclooctene

Functionalizing MOF with Redox-Active tetrazine Moiety for Improving the Performance as Cathode of Li-O_(2)Batteries

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CCS Chemistry 2021年第3期3卷 1297-1305页

作者： Na Li Ze Chang Ming Zhong Zi-Xuan Fu Jun Luo Yi-Fang Zhao Guo-Bao Li Xian-He Bu School of Materials Science and Engineering Tianjin Key Laboratory of Metal and Molecule-Based Material ChemistryNankai UniversityTianjin 300350 Key Laboratory of Advanced Energy Materials Chemistry(Ministry of Education) College of ChemistryNankai UniversityTianjin 300071 Beijing National Laboratory for Molecular Sciences State Key Laboratory of Rare Earth Materials Chemistry and ApplicationsCollege of Chemistry and Molecular EngineeringPeking UniversityBeijing 100871

A redox-active tetrazine moiety is immobilized within a metal-organic framework(MOF)aiming at targeted construction of a cathode with improved performance for lithium–oxygen batteries.A 1,2,4,5-tetrazine(Tz)functionalized ligand is used to construct a nanoporous MOF,Tz-Mg-MOF-74,in which the redox activity of the Tz moiety is *** the redox activity of Tz with the porous nature of a MOF produced a Tz-Mg-MOF-74-based cathode with significantly improved electrochemical ***,the material has improved sustainable capacity with a lower overpotential compared with otherwise similar batteries without Tz and other reported MOF-based *** present approach productively integrates electrochemical activity derived from redox-active moieties and MOFs,and this combination opens a new avenue for the design of effective materials for energy storage and conversion.

关键词： redox-active tetrazine functionalized MOF cathode material lithium–oxygen battery

Synthesis of Ferrocenophanes with tetrazine side chain and its investigation on anion recognization

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Synthesis of Ferrocenophanes with tetrazine side chain and i...

Matthew effect:General design strategy of ultra-fluorogenic nanoprobes with amplified dark–bright states in aggregates

中国化学会第十三届全国有机合成化学学术研讨会

作者： Li Jing-yu Wu Pei Niu Nan-nan Wang Jian-Chun Department of Chemistry Capital Normal University

In this paper,1,1’-ferrocenedicarbonyl chloride was prepared via three steps of acetylation,oxidation and halogenation;At the same time,N,N-bis(3-aminoalkyl)-1,2,4,5-tetrazine-3,6-diamine(a1,a2,a3) were prepared by the reaction of 3,6-bis(3,5-dimethylpyrazolyl)-1,2,4,5-tetrazine with ethyldiamine,propane-1,3-diamine and butane-1,4-diamine;1,1’-Ferrocenedicarbonyl chloride reacted with a1,a2,a3 respectively to form tetrazine ferrocenophanes(f1,f2,f3) which were confirmed by H-NMR、C-NMR、IR and *** properties on anions of f1,f2,f3 were investigated by Uv-vis *** results showed that maximum absorption peak of four anions(CO,OH-,PO,BO) possessed obvious difference on visible zone.

关键词： tetrazine Ferrrocenophane anion recognition Uv-vis spectrum

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Aggregate

Aggregate 2024年第2期5卷 482-492页

作者： Shinsuke Segawa Xinwen Ou Tianruo Shen Tomohiro Ryu Yuki Ishii Herman H.Y.Sung Ian D.Williams Ryan T.K.Kwok Ken Onda Kiyoshi Miyata Xuewen He Xiaogang Liu Ben Zhong Tang Translational and Advanced Bioimaging Laboratory Department of Chemical and Biological EngineeringSchool of EngineeringThe Hong Kong University of Science and TechnologyKowloonHong KongChina Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction and Institute for Advanced StudyThe Hong Kong University of Science and TechnologyKowloonHong KongChina Science Mathematics and Technology ClusterSingapore University of Technology and DesignSingaporeSingapore Department of Chemistry Graduate School of ScienceKyushu UniversityNishi-kuFukuokaJapan The Key Lab of Health Chemistry and Molecular Diagnosis of Suzhou College of ChemistryChemical Engineering and Materials ScienceSoochow UniversitySuzhouJiangsuChina School of Science and Engineering Shenzhen Institute of Aggregate Science and TechnologyThe Chinese University of Hong KongShenzhenGuangdongChina

Fluorescence imaging,a key technique in biological research,frequently utilizes fluorogenic probes for precise imaging in living *** is an effective emission quencher in fluorogenic probe designs,which can be selectively damaged upon bioorthogonal click reactions,leading to considerable emission *** significant efforts to increase the emission enhancement ratio(I_(AC)/I_(BC))of tetrazine-functionalized fluorogenic probes,the influence of molecular aggregation on the emission properties has been largely overlooked in these probe *** this study,we reveal that an ultrahigh I_(AC)/I_(BC)can be realized in the aggregate system when tetrazine is paired with aggregation-induced emission(AIE)*** amplifies its quenching efficiency upon aggregation and drastically reduce background *** click reactions damage tetrazine and trigger significant AIE,leading to considerably enhanced I_(AC)/I_(BC).We further showcase the capability of these ultra-fluorogenic systems in selective imaging of multiple organelles in living *** term this unique fluorogenicity of AIE luminogen-quencher complexes with amplified dark-bright states as“Matthew effect”in aggregate emission,potentially providing a universal approach to attain ultrahigh I_(AC)/I_(BC)in diverse fluorogenic systems.

关键词： aggregation-induced emission bioorthogonal chemistry click chemistry fluorescence imaging tetrazine

Nitrogen-rich 6-（3,5-Dimethylpyrazol-1-yl）-3-（2,4,6-trinitroanilino）-1,2,4,5-tetrazin： Synthesis, Crystal Structure and Thermal Property

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Chinese Journal of Chemistry 2007年第10期25卷 1451-1454页

作者：潘万龙黄坤林唐望许颜清胡长文 State Key Labarotory of Explosion Science and Technology Department of Chemistry and Institute for Chemical Physics Beijing Institute of Technology Beijing 100081 China College of Chemistry Chongqing Normal University Chongqing 400047 China

6-（3,5-Dimethylpyrazol-1-yl）-3-（2,4,6-trinitroanilino）-1,2,4,5-tetrazin （1） has been synthesized and characterized by ^1H NMR, MS, elemental analysis, infrared spectra and thermal analyses. The crystal structure was determined by X-ray diffraction method. 1 is crystallized in P21/c space group of monoclinic crystal system, and exhibits good physical properties, such as high densities （〉 1.55 g·cm^-3） and good thermal stabilities （Td〉220 ℃）. The intrermolecular hydrogen bonds construct the P- and M-helices from organic molecules and may contribute to the high melting points.

关键词： tetrazine trinitroaniline synthesis crystal structure helix

Robust chromophore-integrated MOFs as highly visible-white-light active and tunable size-selective photocatalysts towards benzothiazoles

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Chinese Chemical Letters 2023年第10期34卷 180-184页

作者： Hua Liu Quanquan Li Penghui Pan Li Zhou Bing Deng Shuya Zhao Ping Liu Yaoyu Wang Jianli Li College of Chemistry&Materials Science Northwest UniversityXi’an 710127China College of Urban and Environmental Sciences Northwest UniversityXi’an 710127China

Visible-light heterogeneous photocatalyst with high activity and selectivity is crucial for the development of organic transformations, but remains a formidable challenge. Herein, a simple and effective strategy was developed to integrate tetrazine moiety, a visible light active unit, into robust metal-organic frameworks(2D MOF-1(M), M = Co, Mn, Zn, and 3D MOF-2(Co)). MOF-1 series are isomorphous 2D porous frameworks, and MOF-2(Co) displays 3D porous framework. Interestingly, benefiting from the oxidative active species of O_(2)·-, these MOFs all exhibit obviously highly enhanced photocatalytic activities toward the straightforward condensation of o-aminothiophenol and aromatic aldehydes at room temperature in Et OH under visible-white-light irradiation. Notably, compared to 3D MOF, the 2D layered MOF-1(Co) exhibited more excellent catalytic activity with a wide range of substrates possessing preeminent tolerance of steric hindrance. Most impressively, MOF-1(Co) can be recycled at least five times without significant loss of catalytic activity or crystallinity, exhibiting excellent stability and reusability. This study sheds light on the wide-ranging prospects of visible light active 2D MOFs as green photocatalysts for the preparation of fine chemicals.

关键词： Metal-organic framework Heterogeneous photocatalyst tetrazine Benzothiazole Substrates selectivity