- Sterol-containing tetraphenylethenes: Synthesis, aggregation-induced emission, and organogel formation
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Cholesterol- and stigmasterol-containing tetraphenylethenes (TPEs) (TPE-Chol and TPE-Stig) are facilely synthesized in satisfactory yields by Cu (I)-catalyzed click reaction of 1,2-bis(4-azidomethylphenyl)-1,2-diphenylethene and cholesteryl-4-ethylbenoate
- Liu, Yang,Lam, Jacky W.Y.,Mahtab, Faisal,Kwok, Ryan T.K.,Tang, Ben Zhong
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- Synthesis of isoniazid-substituted tetraphenylethylene stereoisomers with dramatic differences on aggregate morphologies, optical and mechanocharomic properties
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Stereoisomers play an irreplaceable prominent role in life sciences. In molecular engineering, the isomers have been continuously designed and synthesized, and their interrelationships among structure-property-function have also been explored. However, th
- Lu, Zhixiang,Lu, Shuhan,Cheng, Yi,Qin, Yu,Yang, Shaoxiong,Liu, Xiaolan,Fan, Wenwen,Zheng, Liyan,Zhang, Hongbin
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- Revisiting the Polymerization of Diphenylacetylenes with Tungsten(VI) Chloride and Tetraphenyltin: An Alternative Mechanism by a Metathesis Catalytic System
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An alternative reaction mechanism of the polymerization of diphenylacetylelnes using a catalytic system composed of tungsten(VI) chloride and tetraphenyltin has been proposed through the optimization of reaction conditions and investigation of the effect of the electronic nature of diphenylacetylene monomers on the polymerizability. The detailed structures of the polymers have been suggested by mass spectrometric analysis of the obtained polymers and oligomers, which suggested that a phenyl group of tetraphenyltin has been introduced to an initiating end of the polymer chain. Mass spectrometric analysis also provided information about the termination processes of the polymerization. The experimental results strongly suggested that the polymerization of diphenylacetylenes using tungsten(VI) chloride and tetraphenyltin proceeds through a migratory insertion mechanism rather than the long-accepted metathesis mechanism.
- Maeda, Katsuhiro,Miyairi, Mami,Nishimura, Tatsuya,Taniguchi, Tsuyoshi
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supporting information
p. 14772 - 14780
(2020/08/21)
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- An Intracellular H2O2-Responsive AIEgen for the Peroxidase-Mediated Selective Imaging and Inhibition of Inflammatory Cells
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Inflammatory cells have gained widespread attention because inflammatory diseases increase the risk for many types of cancer. Therefore, it is urgent and important to implement detection and treatment methods for inflammatory cells. Herein, we constructed
- Cheng, Yong,Dai, Jun,Sun, Chunli,Liu, Rui,Zhai, Tianyou,Lou, Xiaoding,Xia, Fan
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supporting information
p. 3123 - 3127
(2018/02/26)
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- Method for synthesizing tetraaryl ethylene compound
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The invention relates to a method for synthesizing a tetraaryl ethylene compound. The method comprises the steps: using arylethylene as a raw material, a diaryl iodide salt as an arylating agent and acopper salt or a cuprous salt as a catalyst, and performing a reaction in an aprotic polar organic solvent at 80-150 DEG C for at least 10 hours so as to obtain the target product. The method has thecharacteristics of simple synthesis steps, mild synthesis conditions, high product yield and the like, and is a commercially valuable method for synthesizing the tetraaryl ethylene compound.
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Paragraph 0083-0087; 0109-0113
(2019/01/06)
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- Composition and synthesis of aggregation-induced emission materials
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The present subject matter relates to compositions containing and synthesis of fluorescent materials e made from tetraphenylethylene (TPE) derivative compounds exhibiting aggregation induced emission (AIE) properties. Further contemplated herein are applications for TPE derivative compounds such as electroluminescent devices since they have a high efficiency, low turn on voltage, and excellent brightness. Additionally, application of TPE derivatives exhibiting AIE properties in various fields such as OLEDs, fingerprinting and forensic technology, and various other biological and industrial sectors are discussed.
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Page/Page column 34; 35-36
(2018/04/20)
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- Four styrene double crown ether and beryllium two pyrrole derivative of super-molecular self-assembly (by machine translation)
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The present invention discloses a self-assembling ultra-molecular material, preparation method and its application. The invention to beryllium two pyrrole as the parent substance, its chemical structure has been modified with imine structure beryllium two
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Paragraph 0034; 0040
(2017/07/22)
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- Water-soluble AIE luminogens for monitoring and retardation of fibrillation of amyloid proteins
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Compounds that exhibit aggregation induced emission (AIE), and more particularly to water-soluble conjugated polyene compounds that exhibit aggregation induced emission. The conjugated polyene compounds can be used as bioprobes for DNA detection, G-quadru
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Page/Page column 57
(2016/04/20)
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- Photoswitchable aggregation-induced emission polymer containing dithienylethene and tetraphenylethene moieties
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A photochromic aggregation-induced emission (AIE) active polymer containing dithienylethene (DTE) and tetraphenylethene (TPE) moieties was synthesized through a nucleophilic substitution reaction between 1,2-bis[5′-(4′′-hydroxyphenyl)-2′-ethylthien-3′-yl]
- Sinawang, Garry,Wang, Jilei,Wu, Bing,Wang, Xiaogong,He, Yaning
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p. 12647 - 12651
(2016/02/18)
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- A compound and its use in alkaline phosphatase activity fluorescent detection method
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The invention discloses a compound shown as a formula (i) and a preparing method thereof. The compound can be adopted as a fluorescence probe and applied for an alkaline phosphatase activity fluorescence detection method. By utilization of a fluorescence
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Paragraph 0043; 0044; 0045; 0046
(2017/05/04)
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- Photostable AIE luminogens for specific mitochondrial imaging and its method of manufacturing thereof
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AIE (aggregation-induced emission)-active TPE derivatives, TPE-TPP, TPE-MitoR and TPE-IQ are contemplated. These specific TPE derivatives are useful as fluorescent agents for mitochondrial imaging and as apoptosis inducers. Possessing high specificity to
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- Distinct optical and kinetic responses from E/Z isomers of caspase probes with aggregation-induced emission characteristics
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A dual-labeled probe for monitoring caspase activity was designed and synthesized based on a tetraphenylethene (TPE) fluorogen with aggregation-induced emission characteristics and a caspase-specific Asp-Glu-Val-Asp (DEVD) peptide. Two stereoisomers were furnished and successfully separated by HPLC. We demonstrated for the first time the effect of isomerization on the reaction kinetics between the probes and caspase. It was revealed that caspase can produce a much higher light-up ratio for the Z-TPE-2DEVD probe, while its kinetics favor E-TPE-2DEVD due to enhanced probability of optimal binding between the two. Understanding the stereoisomers and their biological functions will open new opportunities for bioprobe design with optimized performance. This journal is the Partner Organisations 2014.
- Liang, Jing,Shi, Haibin,Kwok, Ryan T. K.,Gao, Meng,Yuan, Youyong,Zhang, Wenhua,Tang, Ben Zhong,Liu, Bin
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p. 4363 - 4370
(2014/07/07)
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- Ratiometric fluorescent biosensor for hyaluronidase with hyaluronan as both nanoparticle scaffold and substrate for enzymatic reaction
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Hyaluronidases (HAase) are involved in various physiological and pathological processes and have been reported as urinary marker for bladder cancer. In this study, a novel ratiometric fluorescent sensing system based on both aggregation-induced emission (
- Xie, Huafei,Zeng, Fang,Wu, Shuizhu
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p. 3383 - 3389
(2014/12/11)
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- Water-dispersible nanospheres of hydrogen-bonded supramolecular polymers and their application for mimicking light-harvesting systems
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Water-dispersible nanospheres of hydrogen-bonded supramolecular polymers have been prepared for the first time by using the miniemulsion method. Nanospheres containing chromophores with high fluorescence quantum yields were fabricated to mimic the natural
- Peng, Hui-Qing,Xu, Jiang-Fei,Chen, Yu-Zhe,Wu, Li-Zhu,Tung, Chen-Ho,Yang, Qing-Zheng
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supporting information
p. 1334 - 1337
(2014/01/23)
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- PHOTOSTABLE AIE LUMINOGENS FOR SPECIFIC MITOCHONDRIAL IMAGING AND ITS METHOD OF MANUFACTURING THEREOF
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AIE (aggregation-induced emission)-active TPE derivatives, TPE-TPP, TPE-MitoR and TPE-IQ are contemplated. These specific TPE derivatives are useful as fluorescent agents for mitochondrial imaging and as apoptosis inducers. Possessing high specificity to mitochondria, superior photostability and appreciable tolerance to microenvironment change, TPE derivatives are well-suited imaging agents for mitochondrial targeting and morphological change tracking. Because of their synthetic flexibility, TPE derivatives can be further modified as dual-functional probes for an array of applications such as sensing of ROS, metal ions, or pH change in mitochondria.
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(2014/08/07)
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- A photostable AIE luminogen for specific mitochondrial imaging and tracking
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Tracking the dynamics of mitochondrial morphology has attracted much research interest because of its involvement in early stage apoptosis and degenerative conditions. To follow this process, highly specific and photostable fluorescent probes are in deman
- Leung, Chris Wai Tung,Hong, Yuning,Chen, Sijie,Zhao, Engui,Lam, Jacky Wing Yip,Tang, Ben Zhong
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supporting information
p. 62 - 65
(2013/02/25)
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- Luminogenic materials constructed from tetraphenylethene building blocks: Synthesis, aggregation-induced emission, two-photon absorption, light refraction, and explosive detection
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Luminogenic molecules [(TPE)3 (1), TPE-C = C-TPE-C = C-TPE (2), and TPE-C≡C-TPE-C≡C-TPE (3)] and their polymers P1-P3 are constructed from tetraphenylethene (TPE) building blocks in high yields by Suzuki, Witting, and Sonogashira coupling react
- Hu, Rongrong,Maldonado, Jose Luis,Rodriguez, Mario,Deng, Chunmei,Jim, Cathy K. W.,Lam, Jacky W. Y.,Yuen, Matthew M. F.,Ramos-Ortiz, Gabriel,Tang, Ben Zhong
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supporting information
p. 232 - 240
(2013/01/12)
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- Specific recognition of β-cyclodextrin by a tetraphenylethene luminogen through a cooperative boronic acid/diol interaction
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An unexpected recognition of β-cyclodextrin (CD) from α- and γ-CDs was achieved. The emission from a diboronic acid-containing tetraphenylethene (TPEDB) was amplified upon addition of β-CD, whereas there was almost no response for α-, and γ-CDs. TPEDB is
- Liu, Yi,Qin, Anjun,Chen, Xiujuan,Shen, Xiao Yuan,Tong, Li,Hu, Rongrong,Sun, Jing Zhi,Tang, Ben Zhong
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supporting information; scheme or table
p. 14736 - 14740
(2012/02/04)
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- Aggregation-induced emission and biological application of tetraphenylethene luminogens
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Tetraphenylethene derivatives [Ph(PhCH=CHPhR)C=C(PhCH=CHPhR)Ph, R=H, CN, NO2, NPh2] with green, yellow-green, and orange emission colours were designed and synthesized. These molecules are practically non-emissive in their dilute sol
- Hong, Yuning,Lam, Jacky Wing Yip,Chen, Sijie,Tang, Ben Zhong
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experimental part
p. 1201 - 1208
(2012/06/30)
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- A fluorescent thermometer operating in aggregation-induced emission mechanism: Probing thermal transitions of PNIPAM in water
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Poly(N-isopropylacrylamide) was labelled using a fluorogen with an aggregation-induced emission feature by direct polymerization; the label served as a fluorogenic probe that reveals fine details in the thermal transitions in the aqueous solution of the p
- Tang, Li,Jin, Jia Ke,Qin, Anjun,Zhang Yuan, Wang,Mao, Yu,Mei, Ju,Zhi Sun, Jing,Zhong Tang, Ben
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supporting information; experimental part
p. 4974 - 4976
(2010/01/06)
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- A facile synthesis of tetraarylethenes via cross McMurry coupling between diaryl ketones
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The one-pot, cross McMurry coupling between two different diaryl ketones gave structurally varied tetraarylethenes in 59-80% isolated yields. This synthetic protocol is more convenient and effective compared to previously reported procedures. Georg Thieme Verlag Stuttgart.
- Duan, Xin-Fang,Zeng, Jing,Lue, Jia-Wei,Zhang, Zhan-Bin
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p. 713 - 718
(2007/12/29)
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- Insights into the general and efficient cross McMurry reactions between ketones
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The selective cross McMurry couplings of diaryl or aryl ketones with various substituted ketones were achieved in 53-94% isolated yields. It is believed that the strong affinity of the substituents to the low-valent titanium surface plays an important role in regards to moderating selectivity. Through the introduction of such substituents followed by their removal post McMurry coupling, structurally similar ketones can be effectively cross-coupled.
- Duan, Xin-Fang,Zeng, Jing,Lue, Jia-Wei,Zhang, Zhan-Bin
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p. 9873 - 9876
(2007/10/03)
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- Low-valent titanium induced reductive coupling reaction of carboxylic derivatives with aromatic ketones
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The intermolecular and intramolecular coupling reaction of carboxylic derivaties with aromatic ketones induced by titanium tetrachloride and zinc powder was studied.
- Shi, Da-Qing,Chen, Jian-Xie,Chai, Wen-Ying,Chen, Wei-Xing,Kao, Tsi-Yu
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p. 2963 - 2964
(2007/10/02)
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- Desulfurization of Thioketones and Thioamides with Diphosphorus Tetraiodide
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On heating with diphosphorus tetraiodide in benzene, thioketones undergo reductive desulfurization to afford parent hydrocarbons, while thioamides are slowly converted into nitriles.
- Suzuki, Hitomi,Tani, Hiroyuki,Takeuchi, Setsuko
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p. 2421 - 2422
(2007/10/02)
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- Reductive Coupling of Aromatic Ketones by Low-valent Titanium Salts
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Reaction of sterically congested aromatic ketones with the McMurry reagent (4TiCl3, LiAlH4) in tetrahydrofuran yields is not only the olefins (E- and Z-isomers), but also the corresponding ethanes and some other products.We have studied the minor or non-normal products of this reaction.
- Bottino, Francesco,Finocchiaro, Paolo,Libertini, Emanuela,Reale, Antonino,Recca, Antonino
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- Merostabilization in radical ions, triplets, and biradicals. 5. The thermal cis-trans isomerization of para-substituted tetraphenylethylenes
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The cis- and trans-isomerization of four para-substituted (three disubstituted and one tetrasubstituted) tetraphenylethylenes have been synthesized, separeted, and characterized by either dipole moment or X-ray analysis.The rates of thermal isomerization
- Leigh, William J.,Arnold, Donald R.
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p. 609 - 620
(2007/10/02)
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- Merostabilization in radical ions, triplets, and biradicals. 6. The excited state behaviour of para-substituted tetraphenylethylenes
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The half-wave oxidation and reduction potentials, measured by cyclic voltammetry, of tetraphenylethylene and a series of para-substituted (cyano, methyl, and methoxy) derivatives are found to correlate with ?+ and ?- values respectively.The deviations from these correlations that are observed for one of the derivatives (unsymmetrically substituted) are attributed to merostabilization.The nature of the first excited singlet state of these compounds is investigated by spectroscopic and photochemical means.Quantum yields for the direct cis-trans photoisomerization demonstrate that this provides the dominant pathway for decay of the singlet state.The ?,?* triplet energies are estimated from a qualitative investigation of the relative efficiencies of triplet-sensitized cis-trans isomerization as a function of sensitizer triplet energy.
- Leigh, William J.,Arnold, Donald R.
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p. 3061 - 3075
(2007/10/02)
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