中国化学快报

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A practical synthesis of 2-amino-5-methoxylpropiophenone

Shan Bao Yu, Li Juan Zhang, Yu Luo, Wei Lu

中国化学快报. 2011, 22(01): 1-4. https://doi.org/10.1016/j.cclet.2010.07.033

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This paper described a practical five-step synthetic approach for 2-amino-5-methoxylpropiophenone in 45% overall yield, using 3-chloropropiophenone as the starting material. The advantages of this procedure include short reaction steps, simple operation and good yield.

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Synthetic studies on the construction of 7-O-methylquercetin through regioselective protection and alkylation of quercetin

Nian Guang Li, Zhi Hao Shi, Yu Ping Tang, Jian Ping Yang, Tu Lin Lu, Feng Zhang, Yi Wen Huang, Zhen Jiang Wang, Jin Ao Duan

中国化学快报. 2011, 22(01): 5-8. https://doi.org/10.1016/j.cclet.2010.07.012

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Synthetic studies on the construction of 7-O-methylquercetin from quereetin in 36% yield in four steps is reported, this strategy relies on one hand on the selective protection of the catechol group with dichlorodiphenylmethane using dephenyl ether as a solvent, on the other hand, on the selective protection of the 3-hydroxyl group with benzyl bromide, these two different protecting groups can be removed under the same hydrogenation.

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Highly efficient and green synthesis of 14-aryl(alkyl)-14H-dibenzo[a,j]xanthene and 1,8-dioxooctahydroxanthene derivatives catalyzed by reusable zirconyl triflate [ZrO(OTf)₂]under solvent-free conditions

Iraj Mohammadpoor-Baltork, Majid Moghadam, Valiollah Mirkhani, Shahram Tangestaninejad, Hamid Reza Tavakoli

中国化学快报. 2011, 22(01): 9-12. https://doi.org/10.1016/j.cclet.2010.09.003

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An efficient, convenient and green method has been introduced for the preparation of 14-aryl(alkyl)-14H-dibenzo[a, j]xanthene and 1, 8-dioxooctahydroxanthene derivatives by the reaction of aldehydes with 2-naphthol and 5, 5-dimethyl-1, 3-cyclohexanedione, respectively, in the presence of ZrO(OTf)₂ as a reusable catalyst under solvent-free conditions. In addition, very short reaction times, excellent yields, straightforward procedure, and relatively non-toxicity of the catalyst axe other noteworthy advantages of the present method.

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Polyvinylpolypyrrolidone-bromine complex:Mild and efficient polymeric reagent for bromination of activated aromatic compounds

Masoud Mokhtary, Moslem M. Lakouraj

中国化学快报. 2011, 22(01): 13-17. https://doi.org/10.1016/j.cclet.2010.06.002

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Mild and efficient method for bromination of electron-rich aromatic compounds is described using polyvinylpolypyrrolidonebromine complex (PVPP-Br₂). The reaction proceeded smoothly with phenols and N, N-alkylated amines to afford the corresponding monobrominated product in good yields at ambient temperature.

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Synthesis and anti-TMV activity of novel N-(pyrimidin-5-yl) N'-phenylureas

De Kai Yuan, Da Qiang Zhang, Ru Xing Li, Dao Quan Wang, Xin Ling Yang

中国化学快报. 2011, 22(01): 18-20. https://doi.org/10.1016/j.cclet.2010.07.011

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In order to find novel leading structures of pesticide, a series of N-(pyrimidin-5-yl) N'-phenyinreas (4a-4h) were designed and synthesized from 4-chloro-2-diethylamino-6-methyl-5-nitropyrimidine 1 via substitution, reduction and acylation procedures. Preliminary bioassay showed that all the target compounds processing good anti-TMV (tobacco mosaic virus) activity. Two compounds (4d and 4e) displayed higher activity superior to virazole at a concentration of 5.0×10^-4 g/mL.

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Application of N-thiocyanatosuccinimide as a reagent for the facile conversion of epoxides into thiocyanohydrines

Babak Mokhtari, Roya Azadi, Samira Rahmani-Nezhad

中国化学快报. 2011, 22(01): 21-24. https://doi.org/10.1016/j.cclet.2010.09.004

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The use of in situ generated N-thiocyanatosuccinimide with NH₄SCN offers an efficient reagent system for the conversion of epoxides into their corresponding thiocyanohydrines in good to high yields. The major advantages of this method are as follows:use of cheap reagent, high regioselectivity, simple availability of reagent, ease of workup of the reaction.

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Synthesis and antitumor activity of novel salvicine analogues

Fei Deng, Jin Jian Lu, Hong Ying Liu, Li Ping Lin, Jian Ding, Jin Sheng Zhang

中国化学快报. 2011, 22(01): 25-28. https://doi.org/10.1016/j.cclet.2010.07.009

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Systematic structure modification of the side train of the lead compound saprothoquinone provides a series of salvicine analogues, fifteen of them were first reported. Some compounds were demonstrated potent cytotoxicity against tumor cells with the 50% inhibition concentration in the micromolar range. Furthermore some compounds showed potent topoisomerase Ⅱ inhibitory effects. The preliminary structure-activity relationship of saprorthoquinone analogues was discussed according to their cytotoxicity against three tumor cells.

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Solvent-free Michael addition reaction of fluorene with chalcon

Fu Feng

中国化学快报. 2011, 22(01): 29-32. https://doi.org/10.1016/j.cclet.2010.09.006

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A series of novel Michael addition products of fluorene to chalcone were obtained in the presence of sodium hydroxide under solvent-free condition. The advantages of this procedure were mild reaction conditions, simple protocol, and high yields. The structures of the products were characterized by IR, ¹H NMR, MS and X-ray diffraction. The crystal of the new compound 3 h is Triclinic, space group P-1 with a=0.97352(6) nm, b=1.08918(7) nm, c=2.58418(16) nm, α=80.1400(10)°, β=79.5490(10)°, γ=64.2440(10)°, V=2.4137(3) nm³, Z=4, Dc=1.220 g/cm³, μ=0.286 mm^-1, F(000)=920, R=0.0656 and wR=0.1554 for 5664 observed reflection with I>2σ(I).

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V(HSO₄)₃ promoted oxidation of alcohols and trimethylsilyl,tetrahyropyranyl and methoxymethyl ethers with Cu(NO₃)₂·3H₂0 in the absence of solvent

Farhad Shirini, Masoumeh Abedini, Aysa Pourvali

中国化学快报. 2011, 22(01): 33-36. https://doi.org/10.1016/j.cclet.2010.06.041

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V(HSO₄)₃ has been found to be an efficient reagent for the promotion of the oxidation of alcohols and trimethylsilyl, tetrahydropyranyl and methoxymethyl ethers to their corresponding carbonyl compounds with Cu(NO₃)₂·3H₂O in the absence of solvent.

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An efficient synthesis of pyrazole chalcones under solvent free conditions at room temperature

Parvin Kumar, Sunil Kumar, Khalid Husain, Ashwani Kumar

中国化学快报. 2011, 22(01): 37-40. https://doi.org/10.1016/j.cclet.2010.07.019

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An easy, safe, solvent free and effective method for the synthesis of pyrazole-substituted chalcones has been achieved by grinding pyrazole aldehydes and acetophenones in the presence of activated barium hydroxide(C-200) in high yield within short span of time.All reactions were carried out just by grinding the two reactants in the presence of activated barium hydroxide(C-200).Results are also compared with sodium hydroxide and potassium hydroxide.

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A facile and efficient method for hydroxylation of azabenzanthrone compounds

Fang Xian Ning, Xiang Weng, Shi Liang Huang, Li Jun Gu, Zhi Shu Huang, Lian Quan Gu

中国化学快报. 2011, 22(01): 41-44. https://doi.org/10.1016/j.cclet.2010.09.010

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A novel and facile method of introducing 4-hydroxyl group into the aromatic ring of azabenzanthrone compounds was carded out by reacting azabenzanthrone compounds with hydrazine hydrate or hydroxylamine hydrochloride and sodium hydroxide in diethylene glycol(DEG) solvent.The mechanism of reaction may involve an amino intermediate and follow a hydroxyl substitution process.

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Synthesis of 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes promoted by Mg(HSO)₂

Bi Bi Fatemeh Mirjalili, Abdolhamid Bamoniri, Ali Akbari

中国化学快报. 2011, 22(01): 45-48. https://doi.org/10.1016/j.cclet.2010.07.020

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14-Aryl or alkyl-14H-dibenzo[a, j]xanthenes were prepared by condensation of 2-naphthol and aldehydes in the presence of Mg(HSO₄)₂ as an efficient, cheap, readily available and coo-friendly catalyst.This procedure has the advantages of high yields, easy work-up, short reaction times, and green conditions.

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Efficient synthesis of functionalized butenolides mediated by vinyltriphenylphosphonium salts in aqueous media

Mohammad A. Khalilzadeh, Adel Hasannia, Mohammad M. Baradarani, Zinatossadat Hossaini

中国化学快报. 2011, 22(01): 49-52. https://doi.org/10.1016/j.cclet.2010.07.021

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An efficient synthesis of 5-oxo-2, 5-dihydro-3-furancarboxylate derivatives via reaction of dialkyl acetylenedicarboxylate with triphenylphosphine(Ph₃P) in the presence of activated carbonyl compounds such as ethyl pyruvate, benzil, benzoylcyanide, biacetyle or N-alkylisatins is described.

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Microwave-assisted synthesis of α-hydroxy aromatic ketones from α-bromo aromatic ketones in water

Xiang Liu, Hai Bo Chen, Zheng Guang Pan, Jian He Xu, He Xing Li

中国化学快报. 2011, 22(01): 53-56. https://doi.org/10.1016/j.cclet.2010.07.027

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A reaction of α-bromo aromatic ketones in water with microwave irradiation gave the corresponding α-hydroxy aromatic ketones in good yields.The use of microwaves was found to significantly improve yields and shorten the reaction time.This reaction afforded a very clean, convenient method for the synthesis of α-hydroxy aromatic ketones.

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Graphene nanosheet as support of catalytically active metal particles in DMC synthesis

Jun Bian, Xiao Wei Wei, Ling Wang, Zheng Ping Guan

中国化学快报. 2011, 22(01): 57-60. https://doi.org/10.1016/j.cclet.2010.07.028

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Novel graphene nanosheet(GNS) supported Cu-Ni bimetal catalysts were firstly synthesized and used for the direct synthesis of dimethyl carbonate (DMC).The experimental results demonstrated that GNS was an effective and convenient support for the fabrication of Cu-Ni/GNS bimetal catalyst.

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n-Butyltriphenylphosphonium peroxodisulfate:A cheap and efficient reagent for the aromatization of Hantzsch 1,4-dihydropyridines

Maryam Gorjizadeh, Mohammad Abdollahi-Alibeik

中国化学快报. 2011, 22(01): 61-64. https://doi.org/10.1016/j.cclet.2010.07.022

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Different 4-substituted 1, 4-dihydropyridines have been oxidized to pyridine derivatives by n-butyltriphenyl phosphonium peroxodisulfate in acetonitrile solution at reflux condition.Formation of two kinds of products has been observed depending on the type of 4-substiment.

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Polyethylene glycol(PEG-400):An efficient and recyclable reaction medium for the synthesis of novel 1;5-benzodiazepines and their antimicrobial activity

Shankaraiah G. Konda, Baseer M. Shaikh, Sanjay A. Chavan, Bhaskar S. Dawane

中国化学快报. 2011, 22(01): 65-68. https://doi.org/10.1016/j.cclet.2010.09.012

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A new series of imidazole-containing 1, 5-benzodiazepines have been synthesized by the condensation of chalcones with ophenylenediamine using piperidine in polyethylene glycol(PEG-400)as an efficient and green reaction solvent.The advantages of this protocol are environmental friendliness, easy work-up, high yields, mild reaction condition and avoidance of expensive catalyst.Furthermore, newly synthesized compounds were evaluated for their antimicrobial activity.

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Silica-bonded N-propylsulfamic acid as a recyclable catalyst for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones

Khodabakhsh Niknam, Nasrolah Jafarpour, Ebrahim Niknam

中国化学快报. 2011, 22(01): 69-72. https://doi.org/10.1016/j.cclet.2010.09.013

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2, 3-Dihydroquinazolin-4(1H)-one derivatives are synthesized via a one-pot, three component reaction of isatoic anhydride and an aromatic aldehyde with ammonium acetate or primary amine catalyzed by silica-bonded N-propylsulfamic acid (SBNPSA) in refluxing ethanol.

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Design,synthesis and biological evaluation of novel glucokinase activators

Yong Qiang Li, Yu Liang Zhang, Sheng Quan Hu, Yu Ling Wang, Hong Rui Song, Zhi Qiang Feng, Lei Lei, Quan Liu, Zhu Fang Shen

中国化学快报. 2011, 22(01): 73-76. https://doi.org/10.1016/j.cclet.2010.07.023

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A new series of benzamide derivatives as glucokinase activators (GKAs) were designed and synthesized, and their activation for glucokinase were evaluated by the preliminary glucokinase activity assay.The structure-activity relationship (SAR) is discussed.The result shows that compound 12d and 12h have potent activity reference drug RO-28-1675.

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Two new steroidal glycosides from the root of Cynanchum auriculatum

Hong Li Teng, Yu Lu, Jun Li, Guang Zhong Yang, Zhi Nan Mei

中国化学快报. 2011, 22(01): 77-80. https://doi.org/10.1016/j.cclet.2010.09.009

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Two new steroidal glycosides named eyanoauriculoside A(1)and B(2), have been isolated from the roots of Cynanchum auriculatum Royle ex Wight.The structure of cyanoauriculoside A(1)was determined to be 20-O-acetyl-penupogenin-3-O-β-Dglucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-α-L-cymaropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside.Cyanoauriculoside B(2)was characterized as 20-O-acetylpenupogenin-3-O-β-D-glucopyranosyl-(1→4)-α-L-cymaropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside.The structures of these compounds were elucidated based on the chemical and spectroscopic evidence.

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A novel bacteriohopanoid from Celtis australis L.bark

Ruchi Badoni, Deepak Kumar Semwal, Prabhakar P. Badoni, Sudhir Kumar Kothiyal, Usha Rawat

中国化学快报. 2011, 22(01): 81-84. https://doi.org/10.1016/j.cclet.2010.07.029

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A novel bacteriohopanoid elucidated as 3β-hydroxy-35-(cyclohexyl-5'-propan-7'-one)-33-ethyl-34-methyl-hactereohopane (1) has been isolated from the bark of Celtis australis (Ulmaceae) together with three known compounds apigenin, quercetin and its glucoside.The structure of 1 was characterized by means of chemical and spectral methods including advanced 2D NMR studies.

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A new aryltetrahydronaphthalene lignan from Epimedium brevicornum

Hai Zhou Li, Guo Jun Luo, Hong Mei Li, Xiao Lei Li, Rong Tao Li

中国化学快报. 2011, 22(01): 85-87. https://doi.org/10.1016/j.cclet.2010.09.001

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A new aryltetrahydronaphthalene lignan, (+)-cycloolivil formaldehyde condensate(1), was isolated from the whole plants of Epimedium brevicornum (Berberidaceae).Its structure was elucidated on the basis of MS, ID and 2D NMR techniques.

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Competitive bulk liquid membrane transport of Co(Ⅱ),Ni(Ⅱ),Zn(Ⅱ),Cd(Ⅱ),Ag(Ⅰ),Cu(Ⅱ)and Mn(Ⅱ),cations using 2,2'-dithio(bis)benzothiazole as carrier

A. Nezhadali, N. Rabani

中国化学快报. 2011, 22(01): 88-92. https://doi.org/10.1016/j.cclet.2010.06.018

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A series of competitive metal-ion transport experiments has been performed.Each involved transport from an aqueous source phase across an organic membrane phase into an aqueous receiving phase.The source phase contained equimolar concentration of Co(Ⅱ), Ni(Ⅱ), Zn(Ⅱ), Cd(Ⅱ), Ag(Ⅰ), Cu(Ⅱ)and Mn(Ⅱ) metal cations.The transport experiments of metal cations were carried out by 2, 2'-dithio(bis)benzothiazole (DTB) in chloroform (CHCl₃).The source phase being buffered at range pH of 4-6.5 and receiving phase being buffered at pH 3.The obtained results show that the selectivity and the efficiency of Ag(Ⅰ) transport from aqueous solutions are observed in this investigation.The effect of concentration of palmitic acid in the transport efficiency of Ag(Ⅰ) ion was also conformed.

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Crystal structure and some dynamic performances of Ti_0.25V_0.34Dy_0.01Cr_0.1Ni_0.3 hydrogen storage electrode

Yu Qing Qiao, Min Shou Zhao, Qiu Ming Zhang, Jing Zhai

中国化学快报. 2011, 22(01): 93-96. https://doi.org/10.1016/j.cclet.2010.09.008

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Crystal structure and some dynamic performances of Ti_0.25V_0.34Dy_0.01Cr_0.1Ni_0.3 hydrogen storage electrode alloy have been investigated by XRD, FESEM-EDS, TEM and EIS measurements.The result shows that the alloy is mainly composed of V-based solid solution phase with body-centered-cubic structure and mono-crystal Ni₃Ti phase with hexagonal structure (Space grope:P63/mmc), and it was first observed as TiNi-based secondary phase.The higher charge transfer resistance, higher apparent activation energy and lower hydrogen diffusion coefficient are reasons for the poor electrochemical activity of the dehydriding kinetics of Ti-V-Cr-Ni hydride alloy.

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Trace determination of hexabromocyclododecane diastereomers in water samples with temperature controlled ionic liquid dispersive liquid phase microextraction

Ru Song Zhao, Xia Wang, Jin Peng Yuan, Shan Shan Wang, Chuan Ge Cheng

中国化学快报. 2011, 22(01): 97-100. https://doi.org/10.1016/j.cclet.2010.07.010

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A novel temperature controlled ionic liquid dispersive liquid phase microextraction (TCIL-DLPME) coupled with rapid resolution liquid chromatography-electrospray tandem mass spectrometry (RRLC-ESI-MS-MS) has been developed for the enrichment and determination of three hexabromocyclododecane diastereomers (HBCDs) in water samples.Green solvent ionic liquid (IL) was used as extraction solvent instead of toxic organic solvents.This technique also avoided the usage of dispersive solvent.Some important parameters that might affect the extraction efficiency were optimized.Under the optimum conditions, good linear relationship, sensitivity and reproducibility were obtained.All the limits of detection for the three diastereomers were 0.1 ng/mL.The linear range was obtained in the range of 1-100 ng/mL for the total amount of three HBCD diastereomers.It was satisfactory to analyze real environmental water samples with the recoveries ranging from 77.2% to 99.3%.The main advantage of the method is toxic organic solvent-free.

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DNA cleavage mediated by water-soluble manganese corrole

Jun Lu, Hai Yang Liu, Lei Shi, Xiang Li Wang, Xiao Ying, Lei Zhang, Liang Nian Ji, Lin Quan Zang, Chi K. Chang

中国化学快报. 2011, 22(01): 101-104. https://doi.org/10.1016/j.cclet.2010.09.005

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The DNA nuclease-like activity of a water soluble manganese corrole 5, 10, 15-tris(N-methyl-4-pyridyl)-corrolatomanganese(Ⅲ) (Mn^ⅢTMPyC) has been investigated.Mn^ⅢTMPyC may bind strongly to DNA via outside groove binding mode as indicated by absorption spectra, viscosity measurements and CD spectra.Mn^ⅢTMPyC exhibited excellent catalytic activity in the DNA oxidative cleavage in the presence of hydroperoxide.

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Effect of surface acidity and pore size of Al-substituted plugs-containing SBA-15 and MCM-41 silicas on the polymerization of THF

Zhi Qi Jia, Ming Zhao, Chun Guang Gao, Yong Xiang Zhao

中国化学快报. 2011, 22(01): 105-108. https://doi.org/10.1016/j.cclet.2010.09.007

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We reported here the simultaneous influence of surface acidity and pore size of Al-substituted hexagonal mesoporous silicas (Aldoped plugs-containing SBA-15 and Al-doped MCM-41) on polymerization of THF.These materials were directly synthesized by introduced aluminum isopropoxide into reaction mixture including surfactant and siliceous precursor.Al-doped plugs-containing SBA-15 (denotes as PAS) samples not only possess typical two-step desorption isotherms, which implied PAS materials generated plugs in their mesochannel, but also exhibit larger pore size and thicker wall than that of Al-doped MCM-41 (denotes as ACM), which implied PAS would have a great advantage on catalytic reaction involving large molecular (e.g.polymer of TI-IF) in industrial point'of view.To investigate catalytic activity of PAS and ACM with moderate acidic sites the polymerization of THF in the presence of acetic anhydride was carded out.The results showed PAS exhibiting good performance on polymerization of THF.Such result could be related to the large pore size and moderate acidic sites.

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Synthesis and properties of a novel polyester containing bithiazole

Fang Deng, Wei He, A. S. Luyt, Ying Ying Jiang

中国化学快报. 2011, 22(01): 109-113. https://doi.org/10.1016/j.cclet.2010.09.019

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A novel Schiff base type polyester containing 2, 2'-diamino-4, 4'-bithiazole (DABT) was prepared by low-temperature interface polycondensation of 1, 4-benzenedicarbonyl dichloride with 4, 4'-(4, 4'-bithiazole-2, 2'-diylbis(imine-2, 1-diyl)diphenol (BDDP), which is derived from a 2, 2'-diamino-4, 4'-bithiazole (DABT) Schiff base reacted with a 4-hydroxybenzaldehyde monomer.The newly generated polyester was evaluated based on characterization of its solubility, FTLR spectroscopy, elemental analysis, X-ray diffraction measurements and thermogravimetric analysis (TGA) studies.

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Poly(4-vinylpyridinium tribromide) as metal-free,green and recoverable oxidizing polymer for the chemoselective oxidation of sulfides into sulfoxides

Arash Ghorbani-Choghamarani, Mina Abbasi

中国化学快报. 2011, 22(01): 114-118. https://doi.org/10.1016/j.cclet.2010.09.011

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Poly(4-vinylpyridinium wibromide) was prepared from poly(4-vinylpyridin) and used for the selective oxidation of a variety of sulfides to the corresponding sulfoxides.The oxidation reaction was carried out heterogeneously in acetone/water, as green solvent, at room temperature.

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Synthesis and biological evaluation of hydrazino-containing polyamine skeletons as drug delivery system

Jian Hong Wang, Jun Jun Zhou, Song Qing Xie, Qian Li, Jin Zhao, Chao Jie Wang

中国化学快报. 2011, 22(01): 119-122. https://doi.org/10.1016/j.cclet.2010.09.002

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A new series of polyamine-toxic cargo conjugates was synthesized with aryl aldehydes conjugating to hydrazino-containing triamine skeletons.The in vitro cytotoxicity of target compounds was evaluated in several cancer cell lines (e.g., L1210, HeLa and B16) and the cellular entry of these polyamine conjugates via polyamine transporter was investigated on SPD-or DFMO-treated B16 cell line.Of these compounds, 6c show significant cytotoxicity on L1210, HeLa and B 16 cell lines (IC₅₀ value, 3.74 μmol/L, 5.66 μmol/L and 4.04 μmol/L, respectively).The polyamine transporter assay demonstrated the suitability of hydrazino-containing polyamine backbones for application as vectors in drug delivery systems.

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Coordinated organogel templated fabrication of silver/polypyrrole composite nanowires

Bo Tian Li, Li Ming Tang, Kai Chen, Yu Xia, Xin Jin

中国化学快报. 2011, 22(01): 123-126. https://doi.org/10.1016/j.cclet.2010.06.034

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A new method to fabricate metal/conducting polymer composite nanowires is presented by taking silver/polypyrrole composite nanowires as an example.A silver (Ⅰ)-coordinated organogel as template was prepared firstly, and redox-polymerization of pyrrole took place on the gel fiber, giving product of silver/polypyrrole nanowires.The silver/polypyrrole nanowires were characterized by multiple techniques.This strategy could be carried out in one-step procedure at room temperature, and it proves the utility of coordinated organogels in template synthesis of polymer nanostructures.

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2011年, 第22卷, 第01期　刊出日期：2011-01-20

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2011年, 第22卷, 第01期 刊出日期：2011-01-20

2011年, 第22卷, 第01期　刊出日期：2011-01-20